[(2S,4aR,4bS,7S,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-2-yl] acetate

Details

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Internal ID 7a7672a1-c971-4866-bac2-a29b2e799554
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2S,4aR,4bS,7S,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-2-yl] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3CCC(CC3=CCC2C1(C)C)(C)C=C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@](CC3=CC[C@H]2C1(C)C)(C)C=C)C
InChI InChI=1S/C22H34O2/c1-7-21(5)12-10-17-16(14-21)8-9-18-20(3,4)19(24-15(2)23)11-13-22(17,18)6/h7-8,17-19H,1,9-14H2,2-6H3/t17-,18-,19-,21-,22+/m0/s1
InChI Key TWXPWNHFRJZTOJ-YOWRRBNZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O2
Molecular Weight 330.50 g/mol
Exact Mass 330.255880323 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.68
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4aR,4bS,7S,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-2-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 + 1.0000 100.00%
Caco-2 + 0.7190 71.90%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6908 69.08%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8613 86.13%
OATP1B3 inhibitior + 0.8512 85.12%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8315 83.15%
P-glycoprotein inhibitior - 0.5502 55.02%
P-glycoprotein substrate - 0.8812 88.12%
CYP3A4 substrate + 0.6596 65.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7389 73.89%
CYP2C9 inhibition - 0.8204 82.04%
CYP2C19 inhibition + 0.7640 76.40%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8001 80.01%
CYP2C8 inhibition - 0.6355 63.55%
CYP inhibitory promiscuity - 0.8519 85.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.4892 48.92%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9038 90.38%
Skin irritation + 0.4945 49.45%
Skin corrosion - 0.9838 98.38%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8531 85.31%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation + 0.6575 65.75%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5689 56.89%
Acute Oral Toxicity (c) III 0.9011 90.11%
Estrogen receptor binding + 0.7591 75.91%
Androgen receptor binding + 0.5944 59.44%
Thyroid receptor binding + 0.5377 53.77%
Glucocorticoid receptor binding + 0.8020 80.20%
Aromatase binding - 0.5944 59.44%
PPAR gamma + 0.6477 64.77%
Honey bee toxicity - 0.7104 71.04%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 96.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.09% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.20% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL5028 O14672 ADAM10 82.25% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.17% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.05% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.26% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.02% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.62% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.60% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 80.40% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.10% 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.
Aeollanthus rydingianus

Cross-Links

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PubChem 101488350
LOTUS LTS0139421
wikiData Q105266195