(2R,4aR,4bS,6S,7R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,6-diol

Details

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Internal ID a0afa88d-afa7-4ef2-87e6-f325379a78fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2R,4aR,4bS,6S,7R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,6-diol
SMILES (Canonical) CC1(C2CCC3=CC(C(CC3C2(CCC1O)C)O)(C)C=C)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1CCC3=C[C@@]([C@H](C[C@H]23)O)(C)C=C)(C)C)O
InChI InChI=1S/C20H32O2/c1-6-19(4)12-13-7-8-15-18(2,3)16(21)9-10-20(15,5)14(13)11-17(19)22/h6,12,14-17,21-22H,1,7-11H2,2-5H3/t14-,15-,16+,17-,19+,20+/m0/s1
InChI Key BXDBZZUQTQKCEI-QTGPRJIVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H32O2
Molecular Weight 304.50 g/mol
Exact Mass 304.240230259 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.08
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 (2R,4aR,4bS,6S,7R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.6588 65.88%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5963 59.63%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.9122 91.22%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6213 62.13%
P-glycoprotein inhibitior - 0.9109 91.09%
P-glycoprotein substrate - 0.8582 85.82%
CYP3A4 substrate + 0.6241 62.41%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8250 82.50%
CYP2C9 inhibition - 0.8764 87.64%
CYP2C19 inhibition - 0.6840 68.40%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition - 0.8333 83.33%
CYP2C8 inhibition - 0.7598 75.98%
CYP inhibitory promiscuity - 0.7618 76.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6019 60.19%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9048 90.48%
Skin irritation + 0.5084 50.84%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3625 36.25%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.5126 51.26%
skin sensitisation + 0.5756 57.56%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8747 87.47%
Acute Oral Toxicity (c) III 0.8413 84.13%
Estrogen receptor binding + 0.6714 67.14%
Androgen receptor binding + 0.5860 58.60%
Thyroid receptor binding + 0.6640 66.40%
Glucocorticoid receptor binding + 0.8027 80.27%
Aromatase binding + 0.5665 56.65%
PPAR gamma + 0.5946 59.46%
Honey bee toxicity - 0.8343 83.43%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9928 99.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.25% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.93% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 88.79% 99.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.92% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.67% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.95% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.96% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.74% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.80% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 82.48% 95.93%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.18% 90.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.40% 95.56%

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.
Flueggea virosa

Cross-Links

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PubChem 76331917
LOTUS LTS0033268
wikiData Q104947871