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(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-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 00ad1ee6-f1b2-4e98-a804-dadb48f69767
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h16-17,19,21-24,26,29H,3,7-15H2,1-2,4-6H3/t19-,21+,22-,23+,24+,26+,27+,28-/m1/s1
InChI Key CGPZMGRJXFVBDD-LTOXSCOASA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O2
Molecular Weight 412.60 g/mol
Exact Mass 412.334130642 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.73
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5500 55.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6915 69.15%
OATP2B1 inhibitior - 0.7282 72.82%
OATP1B1 inhibitior + 0.8676 86.76%
OATP1B3 inhibitior + 0.8632 86.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7775 77.75%
P-glycoprotein inhibitior + 0.6322 63.22%
P-glycoprotein substrate + 0.5517 55.17%
CYP3A4 substrate + 0.7231 72.31%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.8222 82.22%
CYP2C9 inhibition - 0.9204 92.04%
CYP2C19 inhibition - 0.8756 87.56%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.9392 93.92%
CYP2C8 inhibition - 0.6839 68.39%
CYP inhibitory promiscuity - 0.8129 81.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5805 58.05%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9505 95.05%
Skin irritation + 0.5653 56.53%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4926 49.26%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.5974 59.74%
skin sensitisation + 0.5652 56.52%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7195 71.95%
Acute Oral Toxicity (c) I 0.5171 51.71%
Estrogen receptor binding + 0.8584 85.84%
Androgen receptor binding + 0.8526 85.26%
Thyroid receptor binding + 0.7147 71.47%
Glucocorticoid receptor binding + 0.8639 86.39%
Aromatase binding - 0.4830 48.30%
PPAR gamma + 0.5984 59.84%
Honey bee toxicity - 0.7626 76.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9944 99.44%

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 97.76% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.85% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.42% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.21% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.86% 97.09%
CHEMBL240 Q12809 HERG 90.59% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.51% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.86% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.65% 95.56%
CHEMBL1871 P10275 Androgen Receptor 87.57% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.84% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.00% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.35% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.30% 94.78%
CHEMBL221 P23219 Cyclooxygenase-1 81.38% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.29% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.17% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.28% 93.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162893735
LOTUS LTS0038646
wikiData Q104958020