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(3S,8R,9S,10R,12R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

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 d0afaa14-3a29-4bc3-beba-e003a64e781d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,8R,9S,10R,12R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(C(CC3C2CC=C4C3(CCC(C4)O)C)O)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1([C@@H](C[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)O)C
InChI InChI=1S/C28H46O2/c1-17(2)18(3)7-8-19(4)23-11-12-24-22-10-9-20-15-21(29)13-14-27(20,5)25(22)16-26(30)28(23,24)6/h9,17,19,21-26,29-30H,3,7-8,10-16H2,1-2,4-6H3/t19-,21+,22+,23-,24+,25+,26-,27+,28-/m1/s1
InChI Key CRHZTCBCKPSKLB-RIWHDLKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H46O2
Molecular Weight 414.70 g/mol
Exact Mass 414.349780706 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.53
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8R,9S,10R,12R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 - 0.5642 56.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5311 53.11%
OATP2B1 inhibitior - 0.5803 58.03%
OATP1B1 inhibitior + 0.9219 92.19%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6975 69.75%
P-glycoprotein inhibitior - 0.5456 54.56%
P-glycoprotein substrate + 0.7297 72.97%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8480 84.80%
CYP2C9 inhibition - 0.9190 91.90%
CYP2C19 inhibition - 0.7714 77.14%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.8936 89.36%
CYP2C8 inhibition + 0.6410 64.10%
CYP inhibitory promiscuity - 0.5587 55.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9523 95.23%
Skin irritation + 0.5158 51.58%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.8094 80.94%
Human Ether-a-go-go-Related Gene inhibition + 0.6688 66.88%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5373 53.73%
skin sensitisation + 0.4908 49.08%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7452 74.52%
Acute Oral Toxicity (c) III 0.5414 54.14%
Estrogen receptor binding + 0.7659 76.59%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding + 0.6877 68.77%
Glucocorticoid receptor binding + 0.7817 78.17%
Aromatase binding - 0.5391 53.91%
PPAR gamma + 0.5629 56.29%
Honey bee toxicity - 0.6994 69.94%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9937 99.37%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.84% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.66% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.54% 95.93%
CHEMBL2581 P07339 Cathepsin D 93.42% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.42% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.54% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.86% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.53% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.12% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 84.93% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.69% 93.56%
CHEMBL238 Q01959 Dopamine transporter 84.49% 95.88%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.35% 98.05%
CHEMBL221 P23219 Cyclooxygenase-1 84.27% 90.17%
CHEMBL1871 P10275 Androgen Receptor 83.61% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.94% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.61% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.76% 89.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.71% 100.00%

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.
Trichilia lepidota

Cross-Links

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PubChem 162820413
LOTUS LTS0089539
wikiData Q105103099