(3aS,5R,8S,8aS)-8a-hydroxy-8-methyl-3-methylidene-5-propan-2-yl-2,3a,5,6,7,8-hexahydro-1H-azulen-4-one

Details

• Internal ID: 96c216d4-d0a7-482b-8c46-03d29ebcdfc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3aS,5R,8S,8aS)-8a-hydroxy-8-methyl-3-methylidene-5-propan-2-yl-2,3a,5,6,7,8-hexahydro-1H-azulen-4-one
• InChI: InChI=1S/C15H24O2/c1-9(2)12-6-5-11(4)15(17)8-7-10(3)13(15)14(12)16/h9,11-13,17H,3,5-8H2,1-2,4H3/t11-,12+,13+,15-/m0/s1
• InChI Key: YFBDNDYPTKETGA-JLNYLFASSA-N
• Popularity: 2 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): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.95
• 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	+	0.9966	99.66%
Caco-2	+	0.7160	71.60%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5311	53.11%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.8419	84.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8571	85.71%
P-glycoprotein inhibitior	-	0.8831	88.31%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.7981	79.81%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	-	0.6567	65.67%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.6033	60.33%
CYP2C8 inhibition	-	0.9719	97.19%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5216	52.16%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.6553	65.53%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6877	68.77%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.5355	53.55%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7104	71.04%
Acute Oral Toxicity (c)	III	0.4842	48.42%
Estrogen receptor binding	-	0.7069	70.69%
Androgen receptor binding	+	0.5573	55.73%
Thyroid receptor binding	-	0.5432	54.32%
Glucocorticoid receptor binding	-	0.6573	65.73%
Aromatase binding	-	0.8056	80.56%
PPAR gamma	-	0.7794	77.94%
Honey bee toxicity	-	0.8866	88.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9797	97.97%

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	97.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.92%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.75%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.99%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.97%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.46%	99.23%

Plants that contains it

• Porella swartziana

Cross-Links

• PubChem: 162868542
• LOTUS: LTS0123061
• wikiData: Q105347486