14-Hydroxy-14-(hydroxymethyl)-9-methyltetracyclo[11.2.1.01,10.04,9]hexadec-7-en-6-one

Details

• Internal ID: a0ccce95-683e-4655-aeae-ae1c8cbc36b3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 14-hydroxy-14-(hydroxymethyl)-9-methyltetracyclo[11.2.1.01,10.04,9]hexadec-7-en-6-one
• SMILES (Canonical): CC12C=CC(=O)CC1CCC34C2CCC(C3)C(C4)(CO)O
• SMILES (Isomeric): CC12C=CC(=O)CC1CCC34C2CCC(C3)C(C4)(CO)O
• InChI: InChI=1S/C18H26O3/c1-16-6-5-14(20)8-12(16)4-7-17-9-13(2-3-15(16)17)18(21,10-17)11-19/h5-6,12-13,15,19,21H,2-4,7-11H2,1H3
• InChI Key: SDJMNNDDHQWWJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.46
• 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	+	0.9925	99.25%
Caco-2	+	0.5476	54.76%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7167	71.67%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.5221	52.21%
P-glycoprotein inhibitior	-	0.8928	89.28%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.7438	74.38%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.7491	74.91%
CYP2C8 inhibition	-	0.8100	81.00%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6821	68.21%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9733	97.33%
Skin irritation	-	0.6638	66.38%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5251	52.51%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6723	67.23%
skin sensitisation	-	0.7930	79.30%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7921	79.21%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6485	64.85%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.5762	57.62%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.8306	83.06%
Aromatase binding	+	0.6348	63.48%
PPAR gamma	+	0.5536	55.36%
Honey bee toxicity	-	0.9098	90.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8603	86.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.88%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.09%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.92%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.12%	86.33%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 73409828
• LOTUS: LTS0048695
• wikiData: Q105250681