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(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-5-methylideneoctan-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 eb7ead15-3f1f-46e9-aaa9-b282e056cc05
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,6S)-6-methyl-5-methylideneoctan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CCC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C
SMILES (Isomeric) CC[C@H](C)C(=C)CC[C@@H](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/C29H46O2/c1-7-18(2)19(3)8-9-20(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-18,20,22-25,27,30H,3,7-16H2,1-2,4-6H3/t18-,20+,22-,23+,24-,25-,27-,28-,29+/m0/s1
InChI Key SKHJNKSCMROGMW-BRGPNUFLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O2
Molecular Weight 426.70 g/mol
Exact Mass 426.349780706 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.12
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 6

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,6S)-6-methyl-5-methylideneoctan-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 + 0.5602 56.02%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5167 51.67%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9731 97.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8356 83.56%
P-glycoprotein inhibitior + 0.6483 64.83%
P-glycoprotein substrate + 0.6250 62.50%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.7209 72.09%
CYP2C9 inhibition - 0.9220 92.20%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition - 0.9300 93.00%
CYP2C8 inhibition + 0.4517 45.17%
CYP inhibitory promiscuity - 0.7555 75.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5346 53.46%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9574 95.74%
Skin irritation + 0.5594 55.94%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.8232 82.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4082 40.82%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5305 53.05%
skin sensitisation + 0.4815 48.15%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8224 82.24%
Acute Oral Toxicity (c) III 0.5114 51.14%
Estrogen receptor binding + 0.7975 79.75%
Androgen receptor binding + 0.8651 86.51%
Thyroid receptor binding + 0.6619 66.19%
Glucocorticoid receptor binding + 0.8202 82.02%
Aromatase binding + 0.5462 54.62%
PPAR gamma + 0.5960 59.60%
Honey bee toxicity - 0.7725 77.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9949 99.49%

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 98.43% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.13% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.86% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.65% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.07% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.46% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.89% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.43% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.01% 93.04%
CHEMBL1871 P10275 Androgen Receptor 86.94% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.41% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.79% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.95% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.65% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.29% 93.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.10% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.51% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.36% 98.10%

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 11015448
LOTUS LTS0092299
wikiData Q105254814