7-Hydroxy-5-(hydroxymethyl)-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undecan-10-one

Details

• Internal ID: 38088216-da6c-4b8b-8270-238f6b08b263
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-hydroxy-5-(hydroxymethyl)-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undecan-10-one
• SMILES (Canonical): CC(C)C1C2C3CCC(C3(C(C1OC2=O)O)C)CO
• SMILES (Isomeric): CC(C)C1C2C3CCC(C3(C(C1OC2=O)O)C)CO
• InChI: InChI=1S/C15H24O4/c1-7(2)10-11-9-5-4-8(6-16)15(9,3)13(17)12(10)19-14(11)18/h7-13,16-17H,4-6H2,1-3H3
• InChI Key: VMNWIBLINPXRPX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9525	95.25%
Caco-2	-	0.6357	63.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	0.8446	84.46%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9541	95.41%
P-glycoprotein inhibitior	-	0.9024	90.24%
P-glycoprotein substrate	-	0.7653	76.53%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	-	0.7104	71.04%
CYP2C19 inhibition	-	0.7809	78.09%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.7257	72.57%
CYP2C8 inhibition	-	0.9482	94.82%
CYP inhibitory promiscuity	-	0.8722	87.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9668	96.68%
Skin irritation	-	0.7055	70.55%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6718	67.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.7592	75.92%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5565	55.65%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5877	58.77%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	-	0.6138	61.38%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	-	0.4728	47.28%
Aromatase binding	-	0.7364	73.64%
PPAR gamma	-	0.6645	66.45%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4072	P07858	Cathepsin B	92.83%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.63%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.55%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.33%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.32%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.44%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.84%	95.89%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 73083911
• LOTUS: LTS0226806
• wikiData: Q105289101