4b,8,8-Trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-1,7-diol

Details

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Internal ID 38ba3a06-f85b-4836-8f22-580b44c0c512
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-1,7-diol
SMILES (Canonical) CC(C)C1=C(C2=C(C=C1)C3(CCC(C(C3CC2)(C)C)O)C)O
SMILES (Isomeric) CC(C)C1=C(C2=C(C=C1)C3(CCC(C(C3CC2)(C)C)O)C)O
InChI InChI=1S/C20H30O2/c1-12(2)13-6-8-15-14(18(13)22)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h6,8,12,16-17,21-22H,7,9-11H2,1-5H3
InChI Key SSPROOYSWKLLIA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O2
Molecular Weight 302.50 g/mol
Exact Mass 302.224580195 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.52
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 4b,8,8-Trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-1,7-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 + 0.7717 77.17%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.9216 92.16%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6636 66.36%
P-glycoprotein inhibitior - 0.9045 90.45%
P-glycoprotein substrate - 0.8226 82.26%
CYP3A4 substrate + 0.6220 62.20%
CYP2C9 substrate + 0.6667 66.67%
CYP2D6 substrate + 0.4510 45.10%
CYP3A4 inhibition - 0.8482 84.82%
CYP2C9 inhibition - 0.9266 92.66%
CYP2C19 inhibition - 0.8751 87.51%
CYP2D6 inhibition - 0.9521 95.21%
CYP1A2 inhibition + 0.8699 86.99%
CYP2C8 inhibition - 0.7274 72.74%
CYP inhibitory promiscuity - 0.8170 81.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.5811 58.11%
Carcinogenicity (trinary) Non-required 0.5811 58.11%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9552 95.52%
Skin irritation - 0.5844 58.44%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5965 59.65%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.6909 69.09%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9384 93.84%
Acute Oral Toxicity (c) III 0.8472 84.72%
Estrogen receptor binding + 0.5309 53.09%
Androgen receptor binding - 0.5776 57.76%
Thyroid receptor binding + 0.7541 75.41%
Glucocorticoid receptor binding + 0.6721 67.21%
Aromatase binding + 0.5362 53.62%
PPAR gamma + 0.7376 73.76%
Honey bee toxicity - 0.8625 86.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9909 99.09%

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 98.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.06% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.51% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.54% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.79% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 83.38% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.72% 82.69%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.62% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.54% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 82.34% 90.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.78% 89.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.07% 93.99%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 162849911
LOTUS LTS0143839
wikiData Q105259818