[(2S,4aS,4bS,8aS,9R,10aS)-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-yl] acetate

Details

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Internal ID 8036ba36-a302-4cd9-b599-0e0abe9ff51d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2S,4aS,4bS,8aS,9R,10aS)-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(CC(CCC2C3(C1C(CCC3)(C)C)C)(C)C=C)O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@]2(C[C@@](CC[C@H]2[C@@]3([C@@H]1C(CCC3)(C)C)C)(C)C=C)O
InChI InChI=1S/C22H36O3/c1-7-20(5)12-9-17-21(6)11-8-10-19(3,4)18(21)16(25-15(2)23)13-22(17,24)14-20/h7,16-18,24H,1,8-14H2,2-6H3/t16-,17+,18+,20+,21-,22-/m1/s1
InChI Key HGSFOOAJVMTDQR-XQAJHESWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H36O3
Molecular Weight 348.50 g/mol
Exact Mass 348.26644501 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4aS,4bS,8aS,9R,10aS)-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 + 0.6478 64.78%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7367 73.67%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.9102 91.02%
OATP1B3 inhibitior + 0.9144 91.44%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7168 71.68%
P-glycoprotein inhibitior - 0.6883 68.83%
P-glycoprotein substrate - 0.8517 85.17%
CYP3A4 substrate + 0.6734 67.34%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.7717 77.17%
CYP2C9 inhibition - 0.5658 56.58%
CYP2C19 inhibition + 0.5238 52.38%
CYP2D6 inhibition - 0.9656 96.56%
CYP1A2 inhibition - 0.7459 74.59%
CYP2C8 inhibition - 0.6492 64.92%
CYP inhibitory promiscuity - 0.9660 96.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.5752 57.52%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.9168 91.68%
Skin irritation + 0.5274 52.74%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6865 68.65%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.5293 52.93%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6494 64.94%
Acute Oral Toxicity (c) III 0.6144 61.44%
Estrogen receptor binding + 0.8261 82.61%
Androgen receptor binding + 0.5840 58.40%
Thyroid receptor binding + 0.5853 58.53%
Glucocorticoid receptor binding + 0.8311 83.11%
Aromatase binding + 0.5750 57.50%
PPAR gamma + 0.5181 51.81%
Honey bee toxicity - 0.6831 68.31%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.05% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.16% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 91.89% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.64% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.55% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.30% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.99% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.34% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.20% 91.24%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 83.05% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.79% 91.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.61% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.50% 82.69%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.24% 82.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.98% 94.33%

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.
Osteospermum auriculatum

Cross-Links

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PubChem 162985390
LOTUS LTS0262808
wikiData Q105027941