(1aR,4R,4aS,7R,7aS,7bR)-4,7-dimethyl-1a-propan-2-yl-3,4a,5,6,7a,7b-hexahydro-2H-azuleno[7,8-b]oxirene-4,7-diol

Details

• Internal ID: b685604a-62c1-4e3c-8860-06ddb899cd5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1aR,4R,4aS,7R,7aS,7bR)-4,7-dimethyl-1a-propan-2-yl-3,4a,5,6,7a,7b-hexahydro-2H-azuleno[7,8-b]oxirene-4,7-diol
• InChI: InChI=1S/C15H26O3/c1-9(2)15-8-7-13(3,16)10-5-6-14(4,17)11(10)12(15)18-15/h9-12,16-17H,5-8H2,1-4H3/t10-,11-,12+,13+,14+,15+/m0/s1
• InChI Key: FIFOXQSFMIBNQJ-BBZRCZKMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.10
• 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	+	0.9854	98.54%
Caco-2	+	0.5794	57.94%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5147	51.47%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9371	93.71%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.8590	85.90%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7262	72.62%
CYP3A4 inhibition	-	0.9198	91.98%
CYP2C9 inhibition	-	0.5879	58.79%
CYP2C19 inhibition	-	0.6707	67.07%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	+	0.5506	55.06%
CYP2C8 inhibition	-	0.8748	87.48%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.6132	61.32%
Skin irritation	-	0.5992	59.92%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5495	54.95%
skin sensitisation	-	0.6844	68.44%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5983	59.83%
Acute Oral Toxicity (c)	III	0.5438	54.38%
Estrogen receptor binding	-	0.5210	52.10%
Androgen receptor binding	-	0.5453	54.53%
Thyroid receptor binding	+	0.6358	63.58%
Glucocorticoid receptor binding	-	0.6394	63.94%
Aromatase binding	-	0.5707	57.07%
PPAR gamma	-	0.7556	75.56%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6771	67.71%

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	97.28%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.62%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.49%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	84.10%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.35%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	83.15%	95.93%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.51%	97.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.42%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.86%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	81.30%	94.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.76%	98.05%

Plants that contains it

• Commiphora gileadensis

Cross-Links

• PubChem: 162959514
• LOTUS: LTS0219957
• wikiData: Q104995682