(1R,4S,7S,10R)-4-(2-hydroxypropan-2-yl)-7-methyl-12-oxatricyclo[5.3.2.01,6]dodec-5-en-10-ol

Details

• Internal ID: 46aafbec-1f40-467e-81bb-930b82768d18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S,7S,10R)-4-(2-hydroxypropan-2-yl)-7-methyl-12-oxatricyclo[5.3.2.01,6]dodec-5-en-10-ol
• SMILES (Canonical): CC12CCC(C3(C1=CC(CC3)C(C)(C)O)CO2)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3(C1=C[C@H](CC3)C(C)(C)O)CO2)O
• InChI: InChI=1S/C15H24O3/c1-13(2,17)10-4-7-15-9-18-14(3,11(15)8-10)6-5-12(15)16/h8,10,12,16-17H,4-7,9H2,1-3H3/t10-,12+,14-,15-/m0/s1
• InChI Key: ITMQWRKFGMSYNO-FDEJFUCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.02
• 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	+	0.9962	99.62%
Caco-2	+	0.8610	86.10%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6245	62.45%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5833	58.33%
BSEP inhibitior	-	0.7747	77.47%
P-glycoprotein inhibitior	-	0.9220	92.20%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.7277	72.77%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.7874	78.74%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.7657	76.57%
CYP2C8 inhibition	-	0.7172	71.72%
CYP inhibitory promiscuity	-	0.7929	79.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5072	50.72%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7967	79.67%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7600	76.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5637	56.37%
skin sensitisation	-	0.7622	76.22%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4800	48.00%
Acute Oral Toxicity (c)	III	0.5605	56.05%
Estrogen receptor binding	-	0.6630	66.30%
Androgen receptor binding	-	0.5712	57.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6465	64.65%
Aromatase binding	-	0.5751	57.51%
PPAR gamma	-	0.7363	73.63%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	95.05%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.89%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.55%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.31%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.40%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.84%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.81%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.54%	93.04%
CHEMBL2581	P07339	Cathepsin D	81.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%

Plants that contains it

• Dictamnus dasycarpus

Cross-Links

• PubChem: 162867089
• LOTUS: LTS0005411
• wikiData: Q105120136