(8S,8aR)-3,8-dimethyl-5-propan-2-yl-1,7,8,8a-tetrahydroazulene-2,6-dione

Details

• Internal ID: 3d3d390d-96ff-4a68-b4ef-450cc0b3b019
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (8S,8aR)-3,8-dimethyl-5-propan-2-yl-1,7,8,8a-tetrahydroazulene-2,6-dione
• InChI: InChI=1S/C15H20O2/c1-8(2)11-6-13-10(4)14(16)7-12(13)9(3)5-15(11)17/h6,8-9,12H,5,7H2,1-4H3/t9-,12+/m0/s1
• InChI Key: PHOOTLGNMYEPGZ-JOYOIKCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8772	87.72%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5941	59.41%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9470	94.70%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8256	82.56%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.7571	75.71%
CYP3A4 substrate	-	0.5659	56.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8458	84.58%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.7519	75.19%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.6949	69.49%
CYP2C8 inhibition	-	0.9549	95.49%
CYP inhibitory promiscuity	-	0.8621	86.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8717	87.17%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9452	94.52%
Eye irritation	-	0.6021	60.21%
Skin irritation	+	0.5102	51.02%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6547	65.47%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	+	0.7343	73.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	-	0.9092	90.92%
Androgen receptor binding	-	0.7388	73.88%
Thyroid receptor binding	-	0.6351	63.51%
Glucocorticoid receptor binding	-	0.7808	78.08%
Aromatase binding	-	0.8230	82.30%
PPAR gamma	-	0.9138	91.38%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9765	97.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.89%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.79%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.12%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.69%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.71%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.44%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.73%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.63%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.43%	100.00%

Plants that contains it

• Christiana africana

Cross-Links

• PubChem: 162952341
• LOTUS: LTS0090312
• wikiData: Q105209122