7-Hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadeca-6,14-dien-8-one

Details

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Internal ID 83046f7f-1f38-47a7-b775-b43cf045f06b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 7-hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadeca-6,14-dien-8-one
SMILES (Canonical) CC1(C=C(C(=O)C2(C1CCC34C2CCC(C3)(C=C4)CO)C)O)C
SMILES (Isomeric) CC1(C=C(C(=O)C2(C1CCC34C2CCC(C3)(C=C4)CO)C)O)C
InChI InChI=1S/C20H28O3/c1-17(2)10-13(22)16(23)18(3)14(17)5-7-20-9-8-19(11-20,12-21)6-4-15(18)20/h8-10,14-15,21-22H,4-7,11-12H2,1-3H3
InChI Key GHLFVVDQYPMRRI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O3
Molecular Weight 316.40 g/mol
Exact Mass 316.20384475 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 3
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 7-Hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadeca-6,14-dien-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 + 0.6152 61.52%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8135 81.35%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5620 56.20%
BSEP inhibitior + 0.6472 64.72%
P-glycoprotein inhibitior - 0.8959 89.59%
P-glycoprotein substrate - 0.8001 80.01%
CYP3A4 substrate + 0.6188 61.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.8878 88.78%
CYP2C9 inhibition - 0.5378 53.78%
CYP2C19 inhibition - 0.7563 75.63%
CYP2D6 inhibition - 0.9040 90.40%
CYP1A2 inhibition - 0.7159 71.59%
CYP2C8 inhibition - 0.7095 70.95%
CYP inhibitory promiscuity - 0.6489 64.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6918 69.18%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9700 97.00%
Skin irritation - 0.6377 63.77%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5145 51.45%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6167 61.67%
skin sensitisation - 0.7253 72.53%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7577 75.77%
Acute Oral Toxicity (c) III 0.6673 66.73%
Estrogen receptor binding + 0.8412 84.12%
Androgen receptor binding + 0.5270 52.70%
Thyroid receptor binding + 0.6436 64.36%
Glucocorticoid receptor binding + 0.7808 78.08%
Aromatase binding + 0.7415 74.15%
PPAR gamma + 0.6209 62.09%
Honey bee toxicity - 0.9258 92.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9857 98.57%

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 94.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.84% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.18% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.81% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 83.02% 94.75%

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.
Erythroxylum argentinum

Cross-Links

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PubChem 162927606
LOTUS LTS0104646
wikiData Q105008605