(1aS,4aS,5R,7aR,7bR)-5-(hydroxymethyl)-3,3,7b-trimethyl-1,1a,2,4,4a,6,7,7a-octahydrocyclopropa[e]azulen-5-ol

Details

• Internal ID: 09f19b42-13ba-48b2-92da-f634294fd36f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,4aS,5R,7aR,7bR)-5-(hydroxymethyl)-3,3,7b-trimethyl-1,1a,2,4,4a,6,7,7a-octahydrocyclopropa[e]azulen-5-ol
• SMILES (Canonical): CC1(CC2CC2(C3CCC(C3C1)(CO)O)C)C
• SMILES (Isomeric): C[C@@]12C[C@@H]1CC(C[C@H]3[C@H]2CC[C@@]3(CO)O)(C)C
• InChI: InChI=1S/C15H26O2/c1-13(2)6-10-7-14(10,3)11-4-5-15(17,9-16)12(11)8-13/h10-12,16-17H,4-9H2,1-3H3/t10-,11+,12-,14+,15-/m0/s1
• InChI Key: ZOWNLLHBAMMPJZ-OEMOEHNSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 2
• 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	+	0.9868	98.68%
Caco-2	+	0.6767	67.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5290	52.90%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	-	0.9393	93.93%
P-glycoprotein inhibitior	-	0.9526	95.26%
P-glycoprotein substrate	-	0.9060	90.60%
CYP3A4 substrate	+	0.5746	57.46%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.8918	89.18%
CYP2C9 inhibition	-	0.6536	65.36%
CYP2C19 inhibition	-	0.7960	79.60%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.5701	57.01%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7130	71.30%
Eye corrosion	-	0.9625	96.25%
Eye irritation	+	0.6364	63.64%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.8437	84.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4608	46.08%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5464	54.64%
skin sensitisation	-	0.5887	58.87%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.7081	70.81%
Estrogen receptor binding	-	0.5722	57.22%
Androgen receptor binding	-	0.5416	54.16%
Thyroid receptor binding	-	0.5979	59.79%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5815	58.15%
PPAR gamma	-	0.8830	88.30%
Honey bee toxicity	-	0.9246	92.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4224	42.24%

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	98.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.99%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	89.83%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.39%	89.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.51%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.23%	97.79%
CHEMBL206	P03372	Estrogen receptor alpha	82.10%	97.64%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.21%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21670083
• LOTUS: LTS0217033
• wikiData: Q105380748