(1R,2S,4aS,7S,10aR)-7-ethenyl-2-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

Details

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Internal ID 67fe8d26-c458-4b72-ae5d-281b5834e4a0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1R,2S,4aS,7S,10aR)-7-ethenyl-2-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one
SMILES (Canonical) CC1(CCC2=C(C1)C(=O)CC3C2(CCC(C3(C)CO)O)C)C=C
SMILES (Isomeric) C[C@@]1(CCC2=C(C1)C(=O)C[C@@H]3[C@@]2(CC[C@@H]([C@@]3(C)CO)O)C)C=C
InChI InChI=1S/C20H30O3/c1-5-18(2)8-6-14-13(11-18)15(22)10-16-19(14,3)9-7-17(23)20(16,4)12-21/h5,16-17,21,23H,1,6-12H2,2-4H3/t16-,17+,18+,19-,20+/m1/s1
InChI Key QMKTXDWPIMLEBB-CXQPBAHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O3
Molecular Weight 318.40 g/mol
Exact Mass 318.21949481 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4aS,7S,10aR)-7-ethenyl-2-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.7369 73.69%
Blood Brain Barrier + 0.6606 66.06%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6753 67.53%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8892 88.92%
OATP1B3 inhibitior + 0.8934 89.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5774 57.74%
BSEP inhibitior + 0.8398 83.98%
P-glycoprotein inhibitior - 0.8651 86.51%
P-glycoprotein substrate - 0.8413 84.13%
CYP3A4 substrate + 0.6279 62.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.7457 74.57%
CYP2C9 inhibition - 0.8089 80.89%
CYP2C19 inhibition - 0.8153 81.53%
CYP2D6 inhibition - 0.9252 92.52%
CYP1A2 inhibition - 0.8620 86.20%
CYP2C8 inhibition - 0.7889 78.89%
CYP inhibitory promiscuity - 0.8519 85.19%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6461 64.61%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.7838 78.38%
Skin irritation - 0.5487 54.87%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4106 41.06%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6723 67.23%
skin sensitisation - 0.8348 83.48%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6722 67.22%
Acute Oral Toxicity (c) III 0.7750 77.50%
Estrogen receptor binding + 0.6588 65.88%
Androgen receptor binding + 0.6865 68.65%
Thyroid receptor binding + 0.6401 64.01%
Glucocorticoid receptor binding + 0.8338 83.38%
Aromatase binding + 0.5851 58.51%
PPAR gamma + 0.5926 59.26%
Honey bee toxicity - 0.7858 78.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9846 98.46%

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 93.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.41% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 91.80% 97.05%
CHEMBL221 P23219 Cyclooxygenase-1 91.47% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.04% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.46% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.25% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.37% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.25% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.17% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.64% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.22% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.78% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.64% 96.09%

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.
Platycladus orientalis

Cross-Links

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PubChem 11336135
LOTUS LTS0014004
wikiData Q105224030