(13R)-13-hydroxy-12,12-dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3(8),6,10,14-pentaene-4,5,9-trione

Details

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Internal ID a37e54d7-a546-469c-ad50-483c2f62653f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (13R)-13-hydroxy-12,12-dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3(8),6,10,14-pentaene-4,5,9-trione
SMILES (Canonical) CC(C)C1=CC2=C(C=C3C=CC(C(C3=CC2=O)(C)C)O)C(=O)C1=O
SMILES (Isomeric) CC(C)C1=CC2=C(C=C3C=C[C@H](C(C3=CC2=O)(C)C)O)C(=O)C1=O
InChI InChI=1S/C20H20O4/c1-10(2)12-8-13-14(19(24)18(12)23)7-11-5-6-17(22)20(3,4)15(11)9-16(13)21/h5-10,17,22H,1-4H3/t17-/m1/s1
InChI Key KFQHZZINOYUPEI-QGZVFWFLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O4
Molecular Weight 324.40 g/mol
Exact Mass 324.13615911 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.52
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13R)-13-hydroxy-12,12-dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3(8),6,10,14-pentaene-4,5,9-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 + 0.7699 76.99%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.8316 83.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8596 85.96%
OATP1B3 inhibitior + 0.9236 92.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7108 71.08%
P-glycoprotein inhibitior - 0.7540 75.40%
P-glycoprotein substrate - 0.5984 59.84%
CYP3A4 substrate + 0.5772 57.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8502 85.02%
CYP3A4 inhibition + 0.5748 57.48%
CYP2C9 inhibition + 0.6672 66.72%
CYP2C19 inhibition + 0.6659 66.59%
CYP2D6 inhibition - 0.6882 68.82%
CYP1A2 inhibition + 0.6899 68.99%
CYP2C8 inhibition - 0.8808 88.08%
CYP inhibitory promiscuity + 0.5644 56.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9171 91.71%
Carcinogenicity (trinary) Non-required 0.5741 57.41%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.8436 84.36%
Skin irritation - 0.5860 58.60%
Skin corrosion - 0.8974 89.74%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7604 76.04%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation + 0.5068 50.68%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4684 46.84%
Acute Oral Toxicity (c) III 0.6836 68.36%
Estrogen receptor binding + 0.8603 86.03%
Androgen receptor binding + 0.5384 53.84%
Thyroid receptor binding - 0.5243 52.43%
Glucocorticoid receptor binding + 0.5521 55.21%
Aromatase binding + 0.7051 70.51%
PPAR gamma + 0.7542 75.42%
Honey bee toxicity - 0.7865 78.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9960 99.60%

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
CHEMBL2581 P07339 Cathepsin D 97.22% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.02% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.52% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.91% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.37% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 85.83% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.46% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.05% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.91% 96.38%
CHEMBL1951 P21397 Monoamine oxidase A 81.57% 91.49%
CHEMBL4444 P04070 Vitamin K-dependent protein C 81.27% 93.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.20% 99.15%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.10% 85.11%

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.
Taxus cuspidata

Cross-Links

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PubChem 11267298
LOTUS LTS0157698
wikiData Q105140517