6-hydroxy-8-methoxy-1,1,4a-trimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

Details

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Internal ID 3c57c1be-7b48-4a44-ad97-36af77c345d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 6-hydroxy-8-methoxy-1,1,4a-trimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one
SMILES (Canonical) CC(C)C1=C(C=C2C(=C1OC)CCC3C2(CCC(=O)C3(C)C)C)O
SMILES (Isomeric) CC(C)C1=C(C=C2C(=C1OC)CCC3C2(CCC(=O)C3(C)C)C)O
InChI InChI=1S/C21H30O3/c1-12(2)18-15(22)11-14-13(19(18)24-6)7-8-16-20(3,4)17(23)9-10-21(14,16)5/h11-12,16,22H,7-10H2,1-6H3
InChI Key TZQODEMPJPONPQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O3
Molecular Weight 330.50 g/mol
Exact Mass 330.21949481 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-hydroxy-8-methoxy-1,1,4a-trimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-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 + 1.0000 100.00%
Caco-2 + 0.8522 85.22%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8736 87.36%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.9017 90.17%
OATP1B3 inhibitior + 0.9768 97.68%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6253 62.53%
P-glycoprotein inhibitior - 0.7974 79.74%
P-glycoprotein substrate - 0.8602 86.02%
CYP3A4 substrate + 0.6347 63.47%
CYP2C9 substrate - 0.6950 69.50%
CYP2D6 substrate + 0.3657 36.57%
CYP3A4 inhibition - 0.7782 77.82%
CYP2C9 inhibition - 0.6626 66.26%
CYP2C19 inhibition - 0.6091 60.91%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition + 0.7547 75.47%
CYP2C8 inhibition - 0.6663 66.63%
CYP inhibitory promiscuity - 0.9355 93.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8332 83.32%
Carcinogenicity (trinary) Non-required 0.5929 59.29%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.7778 77.78%
Skin irritation - 0.6451 64.51%
Skin corrosion - 0.9722 97.22%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4469 44.69%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6709 67.09%
skin sensitisation - 0.8676 86.76%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7396 73.96%
Acute Oral Toxicity (c) III 0.6287 62.87%
Estrogen receptor binding + 0.6522 65.22%
Androgen receptor binding - 0.5300 53.00%
Thyroid receptor binding + 0.7759 77.59%
Glucocorticoid receptor binding + 0.6849 68.49%
Aromatase binding - 0.6007 60.07%
PPAR gamma + 0.8875 88.75%
Honey bee toxicity - 0.8361 83.61%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9907 99.07%

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 98.94% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 95.78% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.07% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.94% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.85% 99.15%
CHEMBL1914 P06276 Butyrylcholinesterase 90.37% 95.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.65% 93.99%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.61% 93.40%
CHEMBL2581 P07339 Cathepsin D 89.36% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.93% 90.71%
CHEMBL2535 P11166 Glucose transporter 87.47% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.36% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.97% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.32% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.80% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.07% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.48% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.07% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.90% 93.03%

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 85447379
LOTUS LTS0140217
wikiData Q105268344