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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Erythroxylum argentinum

Cross-Links

• PubChem: 162927606
• LOTUS: LTS0104646
• wikiData: Q105008605