(3S,3aS,9aS,9bS)-3,6,9-trimethyl-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 640fde04-1059-4462-993a-14aec14fde64
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,9aS,9bS)-3,6,9-trimethyl-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=C3CC=C(C3C2OC1=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CCC(=C3CC=C([C@@H]3[C@H]2OC1=O)C)C
• InChI: InChI=1S/C15H20O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5,10,12-14H,4,6-7H2,1-3H3/t10-,12-,13-,14-/m0/s1
• InChI Key: WBHVRMWEPJHOHP-PYJNHQTQSA-N
• Popularity: 0 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): 26.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8650	86.50%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3927	39.27%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8318	83.18%
P-glycoprotein inhibitior	-	0.9118	91.18%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	+	0.5199	51.99%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.8317	83.17%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.6704	67.04%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	+	0.8404	84.04%
CYP2C8 inhibition	-	0.9204	92.04%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9257	92.57%
Eye irritation	-	0.6821	68.21%
Skin irritation	+	0.5174	51.74%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	+	0.4741	47.41%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.5859	58.59%
Estrogen receptor binding	-	0.8525	85.25%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	-	0.7529	75.29%
Glucocorticoid receptor binding	-	0.7359	73.59%
Aromatase binding	-	0.9207	92.07%
PPAR gamma	-	0.7619	76.19%
Honey bee toxicity	-	0.8266	82.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.09%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.20%	93.40%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.35%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.99%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.53%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.15%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.76%	96.43%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.56%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.71%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	80.29%	83.82%

Plants that contains it

• Kaunia longipetiolata

Cross-Links

• PubChem: 10799597
• LOTUS: LTS0028938
• wikiData: Q105300764