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(2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(1R)-1-hydroxy-1-[(2R,3R)-3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 1e893697-e8cb-4b14-9436-195add3d022b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(1R)-1-hydroxy-1-[(2R,3R)-3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C1C(O1)C(C)(C2CCC3(C2(CC(C4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O)C(C)(C)O
SMILES (Isomeric) CC([C@@H]1[C@@H](O1)[C@@](C)([C@H]2CC[C@@]3([C@@]2(C[C@H]([C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)O)C)O)O)C(C)(C)O
InChI InChI=1S/C28H44O8/c1-13(24(2,3)33)22-23(36-22)27(6,34)20-7-8-28(35)15-10-16(29)14-9-17(30)18(31)11-25(14,4)21(15)19(32)12-26(20,28)5/h10,13-14,17-23,30-35H,7-9,11-12H2,1-6H3/t13?,14-,17+,18-,19+,20-,21+,22+,23+,25-,26+,27+,28+/m0/s1
InChI Key XBKREFDHEBPCKQ-CUHMKKOTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O8
Molecular Weight 508.60 g/mol
Exact Mass 508.30361836 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(1R)-1-hydroxy-1-[(2R,3R)-3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 + 0.9888 98.88%
Caco-2 - 0.6104 61.04%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7357 73.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior - 0.7640 76.40%
P-glycoprotein inhibitior - 0.5707 57.07%
P-glycoprotein substrate - 0.5066 50.66%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7938 79.38%
CYP2C9 inhibition - 0.7412 74.12%
CYP2C19 inhibition - 0.7364 73.64%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.6800 68.00%
CYP2C8 inhibition - 0.6254 62.54%
CYP inhibitory promiscuity - 0.9276 92.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5565 55.65%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9387 93.87%
Skin irritation + 0.5397 53.97%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4192 41.92%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5143 51.43%
skin sensitisation - 0.7549 75.49%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6707 67.07%
Acute Oral Toxicity (c) III 0.3226 32.26%
Estrogen receptor binding + 0.7054 70.54%
Androgen receptor binding + 0.7246 72.46%
Thyroid receptor binding + 0.6301 63.01%
Glucocorticoid receptor binding + 0.7633 76.33%
Aromatase binding + 0.7053 70.53%
PPAR gamma - 0.5098 50.98%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9841 98.41%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.78% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.50% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.60% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.47% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.23% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.70% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.43% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.94% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.15% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.89% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.73% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.06% 97.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.17% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.84% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.58% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.30% 97.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.03% 92.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.76% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.75% 90.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.27% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.03% 91.07%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.73% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.58% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101935917
LOTUS LTS0012147
wikiData Q105324548