(3,8-dimethyl-2-oxo-5-prop-1-en-2-yl-4,5,6,7,8,8a-hexahydro-1H-azulen-4-yl) acetate

Details

• Internal ID: 6685c6d6-24fe-42ab-87f8-cae715da8189
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3,8-dimethyl-2-oxo-5-prop-1-en-2-yl-4,5,6,7,8,8a-hexahydro-1H-azulen-4-yl) acetate
• SMILES (Canonical): CC1CCC(C(C2=C(C(=O)CC12)C)OC(=O)C)C(=C)C
• SMILES (Isomeric): CC1CCC(C(C2=C(C(=O)CC12)C)OC(=O)C)C(=C)C
• InChI: InChI=1S/C17H24O3/c1-9(2)13-7-6-10(3)14-8-15(19)11(4)16(14)17(13)20-12(5)18/h10,13-14,17H,1,6-8H2,2-5H3
• InChI Key: VVQBDBJUDRAIIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8587	85.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8230	82.30%
P-glycoprotein inhibitior	-	0.7649	76.49%
P-glycoprotein substrate	-	0.7016	70.16%
CYP3A4 substrate	+	0.5813	58.13%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.8057	80.57%
CYP2C19 inhibition	-	0.7040	70.40%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.6085	60.85%
CYP2C8 inhibition	-	0.7253	72.53%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9630	96.30%
Eye irritation	+	0.7431	74.31%
Skin irritation	-	0.5589	55.89%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5309	53.09%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.6191	61.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4598	45.98%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	-	0.7471	74.71%
Androgen receptor binding	-	0.5481	54.81%
Thyroid receptor binding	-	0.5783	57.83%
Glucocorticoid receptor binding	-	0.6255	62.55%
Aromatase binding	-	0.8616	86.16%
PPAR gamma	-	0.6862	68.62%
Honey bee toxicity	-	0.7989	79.89%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.05%	94.80%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.94%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.58%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.02%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.79%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.15%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.52%	93.03%

Plants that contains it

• Pleocarphus revolutus

Cross-Links

• PubChem: 14081864
• LOTUS: LTS0259084
• wikiData: Q105297795