(5aS,7S,9aS,9bR)-7,9a-dimethyl-6-methylidene-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

• Internal ID: 43ff6b5b-0daa-4d47-bc75-3705b2ac9797
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5aS,7S,9aS,9bR)-7,9a-dimethyl-6-methylidene-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1CCC2(C(C1=C)CC=C3C2COC3=O)C
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H](C1=C)CC=C3[C@@H]2COC3=O)C
• InChI: InChI=1S/C15H20O2/c1-9-6-7-15(3)12(10(9)2)5-4-11-13(15)8-17-14(11)16/h4,9,12-13H,2,5-8H2,1,3H3/t9-,12-,13-,15-/m0/s1
• InChI Key: CQWUYORFTUWURA-STAGSXQKSA-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: 3.10
• Atomic LogP (AlogP): 3.10
• 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	+	0.6977	69.77%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5168	51.68%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8272	82.72%
P-glycoprotein inhibitior	-	0.9275	92.75%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.6676	66.76%
CYP2C9 inhibition	-	0.8485	84.85%
CYP2C19 inhibition	+	0.5468	54.68%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	+	0.6798	67.98%
CYP2C8 inhibition	-	0.8931	89.31%
CYP inhibitory promiscuity	-	0.7583	75.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5140	51.40%
Eye corrosion	-	0.9646	96.46%
Eye irritation	-	0.4945	49.45%
Skin irritation	-	0.6297	62.97%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3818	38.18%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5762	57.62%
skin sensitisation	-	0.6150	61.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4773	47.73%
Acute Oral Toxicity (c)	III	0.6743	67.43%
Estrogen receptor binding	-	0.6669	66.69%
Androgen receptor binding	+	0.5616	56.16%
Thyroid receptor binding	-	0.5888	58.88%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6070	60.70%
PPAR gamma	-	0.5757	57.57%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	93.41%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.91%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.34%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.12%	83.57%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.07%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.00%	94.80%

Plants that contains it

• Warburgia ugandensis

Cross-Links

• PubChem: 11651565
• LOTUS: LTS0166878
• wikiData: Q104968323