(4aS,4bR,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydrophenanthren-2-one

Details

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Internal ID 3e95bab0-e307-4061-999d-222caa5c49cb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4aS,4bR,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydrophenanthren-2-one
SMILES (Canonical) CC1(C2CC=C3CC(CCC3C2(CCC1=O)C)(C)C(CO)O)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]2C(=CC[C@H]3[C@]2(CCC(=O)C3(C)C)C)C1)[C@@H](CO)O
InChI InChI=1S/C20H32O3/c1-18(2)15-6-5-13-11-19(3,17(23)12-21)9-7-14(13)20(15,4)10-8-16(18)22/h5,14-15,17,21,23H,6-12H2,1-4H3/t14-,15-,17-,19+,20+/m1/s1
InChI Key JZGCHVPKWZIFQB-CTZQRVGRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.49
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 (4aS,4bR,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydrophenanthren-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.7996 79.96%
Blood Brain Barrier + 0.6385 63.85%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8789 87.89%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.9102 91.02%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5352 53.52%
BSEP inhibitior - 0.4689 46.89%
P-glycoprotein inhibitior - 0.7667 76.67%
P-glycoprotein substrate - 0.7907 79.07%
CYP3A4 substrate + 0.5692 56.92%
CYP2C9 substrate - 0.8326 83.26%
CYP2D6 substrate - 0.8034 80.34%
CYP3A4 inhibition - 0.7961 79.61%
CYP2C9 inhibition - 0.8174 81.74%
CYP2C19 inhibition - 0.8645 86.45%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.8916 89.16%
CYP2C8 inhibition - 0.8344 83.44%
CYP inhibitory promiscuity - 0.8936 89.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9698 96.98%
Skin irritation - 0.5827 58.27%
Skin corrosion - 0.9629 96.29%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3817 38.17%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6663 66.63%
skin sensitisation - 0.7558 75.58%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6475 64.75%
Acute Oral Toxicity (c) III 0.7430 74.30%
Estrogen receptor binding + 0.6771 67.71%
Androgen receptor binding + 0.5628 56.28%
Thyroid receptor binding + 0.7541 75.41%
Glucocorticoid receptor binding + 0.8866 88.66%
Aromatase binding + 0.5792 57.92%
PPAR gamma + 0.5953 59.53%
Honey bee toxicity - 0.8552 85.52%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9798 97.98%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.33% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.35% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 91.66% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.97% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.89% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.48% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.11% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.06% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.50% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.30% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.47% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.77% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.72% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 80.18% 90.17%

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.
Palafoxia arida

Cross-Links

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PubChem 163016002
LOTUS LTS0164854
wikiData Q105137382