(1S,4R,6S,7R,10S)-7-methyl-4-prop-1-en-2-yl-12-oxatricyclo[5.3.2.01,6]dodecan-10-ol

Details

• Internal ID: aaf5f76b-0f88-4524-9906-3f6b4d6cba0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R,6S,7R,10S)-7-methyl-4-prop-1-en-2-yl-12-oxatricyclo[5.3.2.01,6]dodecan-10-ol
• SMILES (Canonical): CC(=C)C1CCC23COC(C2C1)(CCC3O)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@@]23CO[C@@]([C@H]2C1)(CC[C@@H]3O)C
• InChI: InChI=1S/C15H24O2/c1-10(2)11-4-7-15-9-17-14(3,12(15)8-11)6-5-13(15)16/h11-13,16H,1,4-9H2,2-3H3/t11-,12-,13+,14-,15-/m1/s1
• InChI Key: YQDSQEYHQCAHLF-UXXRCYHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7289	72.89%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5463	54.63%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5099	50.99%
BSEP inhibitior	-	0.7630	76.30%
P-glycoprotein inhibitior	-	0.9558	95.58%
P-glycoprotein substrate	-	0.7452	74.52%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6877	68.77%
CYP3A4 inhibition	-	0.8419	84.19%
CYP2C9 inhibition	-	0.7434	74.34%
CYP2C19 inhibition	-	0.5647	56.47%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.6792	67.92%
CYP2C8 inhibition	-	0.8414	84.14%
CYP inhibitory promiscuity	-	0.8561	85.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5183	51.83%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.5769	57.69%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.8237	82.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5358	53.58%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7243	72.43%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	-	0.5465	54.65%
Androgen receptor binding	-	0.5827	58.27%
Thyroid receptor binding	-	0.5656	56.56%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7932	79.32%
Honey bee toxicity	-	0.7118	71.18%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	92.60%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.37%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	88.02%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.58%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.29%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.17%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.65%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.57%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.78%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.27%	96.77%

Plants that contains it

• Polyachyrus sphaerocephalus

Cross-Links

• PubChem: 101599903
• LOTUS: LTS0248348
• wikiData: Q105352167