(5S,5aS,9aS)-1,5,8-trimethyl-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one

Details

• Internal ID: 7985c2d8-7c4b-4e70-9a50-a8782b804624
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5S,5aS,9aS)-1,5,8-trimethyl-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one
• SMILES (Canonical): CC1CC2=C(C3C1CC(=O)C(=C3)C)C(=CO2)C
• SMILES (Isomeric): C[C@H]1CC2=C([C@H]3[C@H]1CC(=O)C(=C3)C)C(=CO2)C
• InChI: InChI=1S/C15H18O2/c1-8-5-14-15(10(3)7-17-14)12-4-9(2)13(16)6-11(8)12/h4,7-8,11-12H,5-6H2,1-3H3/t8-,11-,12+/m0/s1
• InChI Key: DFIGYGDRFSICLF-KPXOXKRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.40
• 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	+	1.0000	100.00%
Caco-2	+	0.8505	85.05%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4772	47.72%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7066	70.66%
P-glycoprotein inhibitior	-	0.9021	90.21%
P-glycoprotein substrate	-	0.8761	87.61%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.6002	60.02%
CYP2C9 inhibition	-	0.7298	72.98%
CYP2C19 inhibition	+	0.7466	74.66%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	+	0.8532	85.32%
CYP2C8 inhibition	-	0.8446	84.46%
CYP inhibitory promiscuity	+	0.7828	78.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3850	38.50%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.5957	59.57%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4408	44.08%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6730	67.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.5689	56.89%
Estrogen receptor binding	-	0.8895	88.95%
Androgen receptor binding	-	0.5069	50.69%
Thyroid receptor binding	-	0.6475	64.75%
Glucocorticoid receptor binding	-	0.6431	64.31%
Aromatase binding	-	0.6968	69.68%
PPAR gamma	-	0.5382	53.82%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	92.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.72%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.42%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.13%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%

Plants that contains it

• Smallanthus uvedalia

Cross-Links

• PubChem: 162853229
• LOTUS: LTS0253870
• wikiData: Q104977875