Metabolite

KNApSAcK Entry

id C00040305
Name Silybin B / (-)-Silybin B
CAS RN 142797-34-0
Standard InChI InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1
Standard InChI (Main Layer) InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3

Cluster

Phytochemical cluster No. 14
KCF-S cluster No. 585

Link

ChEMBL

By standard InChI CHEMBL592675
By standard InChI Main Layer CHEMBL9509 CHEMBL431701 CHEMBL245121 CHEMBL592675 CHEMBL1401508 CHEMBL1551617

KEGG

By LinkDB

CTD

By CAS RN

Species

Summary

Plant class

class name count
asterids 1

Family

family name count
Asteraceae 1

List (1)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Silybum marianum 92921 Asteraceae asterids Viridiplantae

Human Protein / Gene in interaction

57 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P33527 Multidrug resistance-associated protein 1 drugs CHEMBL1401508 CHEMBL2076018 (1) CHEMBL2076029 (1)
0 / 0
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL1401508 CHEMBL1613995 (1)
7 / 44
Q9UIF8 Bromodomain adjacent to zinc finger domain protein 2B Unclassified protein CHEMBL431701 CHEMBL1738312 (1)
0 / 0
P04062 Glucosylceramidase Enzyme CHEMBL431701 CHEMBL1401508 CHEMBL1551617 CHEMBL1613818 (3)
6 / 4
P10253 Lysosomal alpha-glucosidase Hydrolase CHEMBL1401508 CHEMBL1614076 (1)
1 / 1
Q9Y2D0 Carbonic anhydrase 5B, mitochondrial Lyase CHEMBL1401508 CHEMBL1227478 (1)
0 / 0
P35218 Carbonic anhydrase 5A, mitochondrial Lyase CHEMBL1401508 CHEMBL1227477 (1)
0 / 0
P43166 Carbonic anhydrase 7 Lyase CHEMBL1401508 CHEMBL1227480 (1)
0 / 0
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL431701 CHEMBL1794524 (1) CHEMBL1794552 (1)
0 / 0
Q8N1Q1 Carbonic anhydrase 13 Lyase CHEMBL1401508 CHEMBL1227626 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL431701 CHEMBL1614544 (1)
11 / 10
P16473 Thyrotropin receptor Glycohormone receptor CHEMBL431701 CHEMBL1614281 (1) CHEMBL1614361 (1)
3 / 2
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL431701 CHEMBL1794399 (1)
3 / 1
P19793 Retinoic acid receptor RXR-alpha NR2B1 CHEMBL431701 CHEMBL1794371 (1)
0 / 0
P00918 Carbonic anhydrase 2 Lyase CHEMBL1401508 CHEMBL1227474 (1)
1 / 2
P08183 Multidrug resistance protein 1 drug CHEMBL1401508 CHEMBL2077116 (1) CHEMBL2075514 (1)
CHEMBL2077294 (1) CHEMBL2077296 (1)
1 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL592675 CHEMBL1401508 CHEMBL1551617 CHEMBL1614027 (1) CHEMBL1743408 (2)
CHEMBL2320747 (2)
0 / 1
P11473 Vitamin D3 receptor NR1I1 CHEMBL431701 CHEMBL1794311 (1)
2 / 3
P23280 Carbonic anhydrase 6 Lyase CHEMBL1401508 CHEMBL1227479 (1)
0 / 0
Q9ULX7 Carbonic anhydrase 14 Lyase CHEMBL1401508 CHEMBL1227627 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL431701 CHEMBL1551617 CHEMBL1614458 (2)
0 / 0
P17405 Sphingomyelin phosphodiesterase Enzyme CHEMBL1401508 CHEMBL1794495 (1)
2 / 2
O43570 Carbonic anhydrase 12 Lyase CHEMBL1401508 CHEMBL1227625 (1)
1 / 2
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL1401508 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL431701 CHEMBL1794584 (1)
2 / 0
O75496 Geminin Unclassified protein CHEMBL431701 CHEMBL245121 CHEMBL1401508 CHEMBL2114843 (2) CHEMBL2114780 (1)
0 / 0
P10145 Interleukin-8 Secreted protein CHEMBL431701 CHEMBL2114835 (1)
0 / 0
P00915 Carbonic anhydrase 1 Lyase CHEMBL1401508 CHEMBL1227473 (1)
0 / 0
P63092 Guanine nucleotide-binding protein G(s) subunit alpha isoforms short Other membrane protein CHEMBL431701 CHEMBL245121 CHEMBL1401508 CHEMBL2114817 (3)
7 / 3
Q9Y253 DNA polymerase eta Enzyme CHEMBL245121 CHEMBL1794569 (1)
1 / 1
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL431701 CHEMBL1794510 (1)
5 / 3
P18054 Arachidonate 12-lipoxygenase, 12S-type Enzyme CHEMBL1551617 CHEMBL1614252 (1)
2 / 0
Q96RI1 Bile acid receptor NR1H4 CHEMBL431701 CHEMBL1794415 (1)
0 / 0
Q16790 Carbonic anhydrase 9 Lyase CHEMBL1401508 CHEMBL1228226 (1)
0 / 1
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL431701 CHEMBL1551617 CHEMBL1613910 (2) CHEMBL1614227 (2)
3 / 3
Q9UNQ0 ATP-binding cassette sub-family G member 2 ATP binding cassette CHEMBL1401508 CHEMBL2076816 (1) CHEMBL2076817 (1)
CHEMBL2076831 (1) CHEMBL2076832 (1)
2 / 0
Q92887 Canalicular multispecific organic anion transporter 1 Unclassified protein CHEMBL9509 CHEMBL1006005 (1)
1 / 1
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL1401508 CHEMBL1551617 CHEMBL1614038 (2)
2 / 2
P51449 Nuclear receptor ROR-gamma Nuclear hormone receptor subfamily 1 group F member 3 CHEMBL431701 CHEMBL2114842 (1)
0 / 0
P03372 Estrogen receptor NR3A1 CHEMBL431701 CHEMBL1794364 (1)
1 / 1
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL431701 CHEMBL1401508 CHEMBL1551617 CHEMBL1614240 (3)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1551617 CHEMBL1613777 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL431701 CHEMBL1401508 CHEMBL1551617 CHEMBL1614108 (3) CHEMBL1613886 (3)
CHEMBL1743435 (2) CHEMBL1743466 (2)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL431701 CHEMBL245121 CHEMBL1794483 (2)
0 / 0
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL1551617 CHEMBL1614211 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL1401508 CHEMBL1551617 CHEMBL1614421 (2) CHEMBL1614502 (1)
4 / 3
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL431701 CHEMBL2114890 (1)
0 / 0
P10275 Androgen receptor NR3C4 CHEMBL431701 CHEMBL1794321 (1)
3 / 4
P07451 Carbonic anhydrase 3 Lyase CHEMBL1401508 CHEMBL1227475 (1)
0 / 0
P22748 Carbonic anhydrase 4 Lyase CHEMBL1401508 CHEMBL1227476 (1)
1 / 1
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL1551617 CHEMBL1794536 (1)
0 / 0
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL1551617 CHEMBL1613914 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL245121 CHEMBL1401508 CHEMBL1738442 (2)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL431701 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL1551617 CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL1551617 CHEMBL1614531 (1)
1 / 3
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL431701 CHEMBL2114738 (1)
0 / 0

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (75)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#219080 Acth-independent macronodular adrenal hyperplasia; aimah P63092
#202300 Adrenocortical carcinoma, hereditary; adcc P04637
#300068 Androgen insensitivity syndrome; ais P10275
#312300 Androgen insensitivity, partial; pais P10275
#614740 Basal cell carcinoma, susceptibility to, 7; bcc7 P04637
#614490 Blood group, junior system; jr Q9UNQ0
%606641 Body mass index; bmi P37231
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#609338 Carotid intimal medial thickness 1 P37231
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#114500 Colorectal cancer; crc P18054
P84022
#119900 Digital clubbing, isolated congenital P15428
#609535 Drug metabolism, poor, cyp2c19-related P33261
#237500 Dubin-johnson syndrome; djs Q92887
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#133239 Esophageal cancer P04637
P18054
#615363 Estrogen resistance; estrr P03372
#600274 Frontotemporal dementia; ftd P10636
#608013 Gaucher disease, perinatal lethal P04062
#230800 Gaucher disease, type i P04062
#230900 Gaucher disease, type ii P04062
#231000 Gaucher disease, type iii P04062
#231005 Gaucher disease, type iiic P04062
#137800 Glioma susceptibility 1; glm1 P37231
#232300 Glycogen storage disease ii P10253
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#610140 Heart-hand syndrome, slovenian type P02545
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#143860 Hyperchlorhidrosis, isolated O43570
#145000 Hyperparathyroidism 1; hrpt1 O00255
#603373 Hyperthyroidism, familial gestational P16473
#609152 Hyperthyroidism, nonautoimmune P16473
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#275200 Hypothyroidism, congenital, nongoitrous, 1; chng1 P16473
#612244 Inflammatory bowel disease 13; ibd13 P08183
#151623 Li-fraumeni syndrome 1; lfs1 P04637
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#211980 Lung cancer P04637
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#174800 Mccune-albright syndrome; mas P63092
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#613205 Muscular dystrophy, congenital, lmna-related P02545
#159001 Muscular dystrophy, limb-girdle, type 1b; lgmd1b P02545
#607948 Mycobacterium tuberculosis, susceptibility to P11473
#257200 Niemann-pick disease, type a P17405
#607616 Niemann-pick disease, type b P17405
#601665 Obesity P37231
#166350 Osseous heteroplasia, progressive; poh P63092
#259730 Osteopetrosis, autosomal recessive 3; optb3 P00918
#260500 Papilloma of choroid plexus; cpp P04637
#168600 Parkinson disease, late-onset; pd P04062
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#102200 Pituitary adenoma, growth hormone-secreting P63092
#103580 Pseudohypoparathyroidism, type ia; php1a P63092
#603233 Pseudohypoparathyroidism, type ib; php1b P63092
#612462 Pseudohypoparathyroidism, type ic; php1c P63092
#275210 Restrictive dermopathy, lethal P02545
#600852 Retinitis pigmentosa 17; rp17 P22748
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#275355 Squamous cell carcinoma, head and neck; hnscc P04637
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#188570 Thyroid hormone resistance, generalized, autosomal dominant; grth P10828
#274300 Thyroid hormone resistance, generalized, autosomal recessive; grth P10828
#145650 Thyroid hormone resistance, selective pituitary; prth P10828
#138900 Uric acid concentration, serum, quantitative trait locus 1; uaqtl1 Q9UNQ0
#277440 Vitamin d-dependent rickets, type 2a; vddr2a P11473
#278750 Xeroderma pigmentosum, variant type; xpv Q9Y253

KEGG DISEASE (91)

KEGG disease name UniProt
H00033 Adrenal carcinoma O00255 (related)
P04637 (related)
H00034 Carcinoid O00255 (related)
H00045 Malignant islet cell carcinoma O00255 (related)
H00246 Primary hyperparathyroidism O00255 (related)
H01102 Pituitary adenomas O00255 (related)
H01302 Hyperchlorhidrosis isolated (HCHLH) O43570 (related)
H00021 Renal cell carcinoma O43570 (marker)
P04637 (marker)
Q16790 (marker)
H00241 Combined proximal and distal renal tubular acidosis (RTA type 3) P00918 (related)
H00436 Osteopetrosis P00918 (related)
H00264 Charcot-Marie-Tooth disease (CMT) P02545 (related)
H00294 Dilated cardiomyopathy (DCM) P02545 (related)
H00420 Familial partial lipodystrophy (FPL) P02545 (related)
P37231 (related)
H00563 Emery-Dreifuss muscular dystrophy P02545 (related)
H00590 Congenital muscular dystrophies (CMD/MDC) P02545 (related)
H00593 Limb-girdle muscular dystrophy (LGMD) P02545 (related)
H00601 Hutchinson-Gilford progeria syndrome P02545 (related)
H00663 Restrictive dermopathy P02545 (related)
H00665 Mandibuloacral dysplasia P02545 (related)
H01216 Left ventricular noncompaction (LVNC) P02545 (related)
H00026 Endometrial Cancer P03372 (marker)
P04637 (related)
H00066 Lewy body dementia (LBD) P04062 (related)
H00126 Gaucher disease P04062 (related)
H00426 Defects in the degradation of ganglioside P04062 (related)
H00810 Progressive myoclonic epilepsy (PME) P04062 (related)
H00004 Chronic myeloid leukemia (CML) P04637 (related)
H00005 Chronic lymphocytic leukemia (CLL) P04637 (related)
H00006 Hairy-cell leukemia P04637 (related)
H00008 Burkitt lymphoma P04637 (related)
H00009 Adult T-cell leukemia P04637 (related)
H00010 Multiple myeloma P04637 (related)
H00013 Small cell lung cancer P04637 (related)
H00014 Non-small cell lung cancer P04637 (related)
H00015 Malignant pleural mesothelioma P04637 (related)
H00016 Oral cancer P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P04637 (related)
P04637 (marker)
H00018 Gastric cancer P04637 (related)
H00019 Pancreatic cancer P04637 (related)
P04637 (marker)
H00020 Colorectal cancer P04637 (related)
P04637 (marker)
H00022 Bladder cancer P04637 (related)
H00025 Penile cancer P04637 (related)
P04637 (marker)
H00027 Ovarian cancer P04637 (related)
H00028 Choriocarcinoma P04637 (related)
H00029 Vulvar cancer P04637 (related)
H00031 Breast cancer P04637 (related)
H00032 Thyroid cancer P04637 (related)
P37231 (related)
H00036 Osteosarcoma P04637 (related)
P08684 (marker)
H00038 Malignant melanoma P04637 (related)
H00039 Basal cell carcinoma P04637 (related)
H00040 Squamous cell carcinoma P04637 (related)
H00041 Kaposi's sarcoma P04637 (related)
H00042 Glioma P04637 (related)
P04637 (marker)
H00044 Cancer of the anal canal P04637 (related)
H00046 Cholangiocarcinoma P04637 (related)
H00047 Gallbladder cancer P04637 (related)
H00048 Hepatocellular carcinoma P04637 (related)
H00055 Laryngeal cancer P04637 (related)
P04637 (marker)
H00881 Li-Fraumeni syndrome P04637 (related)
H01007 Choroid plexus papilloma P04637 (related)
H00069 Glycogen storage diseases (GSD) P10253 (related)
H00024 Prostate cancer P10275 (related)
H00062 Spinal and bulbar muscular atrophy (SBMA) P10275 (related)
H00608 46,XY disorders of sex development (Disorders in androgen synthesis or action) P10275 (related)
H00609 46,XY disorders of sex development (Other) P10275 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00249 Thyroid hormone resistance syndrome P10828 (related)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H01205 Coumarin resistance P11712 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00250 Congenital nongoitrous hypothyroidism (CHNG) P16473 (related)
H01269 Congenital hyperthyroidism P16473 (related)
H00137 Niemann-Pick disease (NPD) typeA and B P17405 (related)
H00424 Defects in the degradation of sphingomyelin P17405 (related)
H00527 Retinitis pigmentosa (RP) P22748 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00409 Type II diabetes mellitus P37231 (related)
H00244 Pseudohypoparathyroidism P63092 (related)
H00441 Progressive osseous heteroplasia (POH) P63092 (related)
H00501 Fibrous dysplasia, polyostotic P63092 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q03164 (related)
Q03164 (marker)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00208 Hyperbilirubinemia Q92887 (related)
H00480 Non-syndromic X-linked mental retardation Q99714 (related)
H00658 Syndromic X-linked mental retardation Q99714 (related)
H00925 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency Q99714 (related)
H00063 Spinocerebellar ataxia (SCA) Q9NUW8 (related)
H00403 Disorders of nucleotide excision repair Q9Y253 (related)