(2S,4aR,4bS,8aS,10R)-4b,8,8-trimethyl-2-propan-2-yl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthrene-2,10-diol

Details

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Internal ID 9733433c-3a40-415d-9e06-d3f2c0855319
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2S,4aR,4bS,8aS,10R)-4b,8,8-trimethyl-2-propan-2-yl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthrene-2,10-diol
SMILES (Canonical) CC(C)C1(CCC2C(=C1)C(CC3C2(CCCC3(C)C)C)O)O
SMILES (Isomeric) CC(C)[C@]1(CC[C@H]2C(=C1)[C@@H](C[C@@H]3[C@@]2(CCCC3(C)C)C)O)O
InChI InChI=1S/C20H34O2/c1-13(2)20(22)10-7-15-14(12-20)16(21)11-17-18(3,4)8-6-9-19(15,17)5/h12-13,15-17,21-22H,6-11H2,1-5H3/t15-,16+,17-,19+,20+/m0/s1
InChI Key HJVQQRVLPOWHPO-YQXATGRUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H34O2
Molecular Weight 306.50 g/mol
Exact Mass 306.255880323 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.31
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aR,4bS,8aS,10R)-4b,8,8-trimethyl-2-propan-2-yl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthrene-2,10-diol

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 + 0.7284 72.84%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6017 60.17%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9762 97.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6916 69.16%
P-glycoprotein inhibitior - 0.8756 87.56%
P-glycoprotein substrate - 0.8295 82.95%
CYP3A4 substrate + 0.5768 57.68%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.8702 87.02%
CYP2C9 inhibition - 0.8157 81.57%
CYP2C19 inhibition - 0.6689 66.89%
CYP2D6 inhibition - 0.9222 92.22%
CYP1A2 inhibition - 0.8193 81.93%
CYP2C8 inhibition - 0.8348 83.48%
CYP inhibitory promiscuity - 0.7838 78.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5731 57.31%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9279 92.79%
Skin irritation - 0.5369 53.69%
Skin corrosion - 0.9652 96.52%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4931 49.31%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.5416 54.16%
skin sensitisation + 0.6247 62.47%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4569 45.69%
Acute Oral Toxicity (c) III 0.8520 85.20%
Estrogen receptor binding + 0.6423 64.23%
Androgen receptor binding - 0.5075 50.75%
Thyroid receptor binding + 0.6448 64.48%
Glucocorticoid receptor binding + 0.6413 64.13%
Aromatase binding - 0.6714 67.14%
PPAR gamma - 0.5121 51.21%
Honey bee toxicity - 0.8909 89.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9728 97.28%

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 97.33% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.66% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.13% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.11% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.56% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.73% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.38% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.28% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 81.89% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.80% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.67% 90.17%
CHEMBL238 Q01959 Dopamine transporter 81.26% 95.88%
CHEMBL2581 P07339 Cathepsin D 80.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.32% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.20% 96.38%

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.
Solidago juncea

Cross-Links

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PubChem 162924514
LOTUS LTS0065473
wikiData Q105029480