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2-[1-hydroxy-1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ef616b7e-247e-4988-a90a-33ef8b8b72b6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name 2-[1-hydroxy-1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)O)C
InChI InChI=1S/C34H52O10/c1-16-12-26(44-30(40)17(16)2)34(5,41)24-9-8-21-20-7-6-18-13-19(42-31-29(39)28(38)27(37)23(15-35)43-31)14-25(36)33(18,4)22(20)10-11-32(21,24)3/h6,19-29,31,35-39,41H,7-15H2,1-5H3
InChI Key WSFLPTOSTIDHOC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O10
Molecular Weight 620.80 g/mol
Exact Mass 620.35604785 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[1-hydroxy-1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8496 84.96%
Caco-2 - 0.8651 86.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8174 81.74%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior - 0.2128 21.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.6992 69.92%
P-glycoprotein inhibitior + 0.6771 67.71%
P-glycoprotein substrate - 0.5411 54.11%
CYP3A4 substrate + 0.7624 76.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.9220 92.20%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.9461 94.61%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.9128 91.28%
CYP2C8 inhibition + 0.6363 63.63%
CYP inhibitory promiscuity - 0.9432 94.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9327 93.27%
Skin irritation + 0.6052 60.52%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7718 77.18%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6673 66.73%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6026 60.26%
Acute Oral Toxicity (c) III 0.4431 44.31%
Estrogen receptor binding + 0.7266 72.66%
Androgen receptor binding + 0.7590 75.90%
Thyroid receptor binding - 0.6327 63.27%
Glucocorticoid receptor binding + 0.6052 60.52%
Aromatase binding + 0.6718 67.18%
PPAR gamma + 0.6333 63.33%
Honey bee toxicity - 0.7403 74.03%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9435 94.35%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.51% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.56% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.18% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.90% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.80% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.98% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.77% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.61% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.03% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.71% 91.11%
CHEMBL1871 P10275 Androgen Receptor 88.58% 96.43%
CHEMBL3401 O75469 Pregnane X receptor 88.43% 94.73%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.37% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.97% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.35% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.70% 93.56%
CHEMBL2581 P07339 Cathepsin D 84.24% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.75% 97.14%
CHEMBL5028 O14672 ADAM10 83.59% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.57% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 82.26% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 81.67% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.20% 93.04%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Withania coagulans
Withania somnifera

Cross-Links

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PubChem 12840593
LOTUS LTS0014354
wikiData Q104888831