(3aR,6R,6aR,9bS)-6,9-dimethyl-3-methylidene-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: df45f74b-8d72-419c-bd5e-f28fdd8fecaf
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aR,6R,6aR,9bS)-6,9-dimethyl-3-methylidene-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1CCC2C(C3=C(CCC13)C)OC(=O)C2=C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H](C3=C(CC[C@H]13)C)OC(=O)C2=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/h8,11-12,14H,3-7H2,1-2H3/t8-,11-,12-,14+/m1/s1
• InChI Key: JYYNSFOOPDMSTI-PBFTVQBMSA-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: 2.80
• 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	+	0.9969	99.69%
Caco-2	+	0.9060	90.60%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3734	37.34%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9415	94.15%
P-glycoprotein inhibitior	-	0.8396	83.96%
P-glycoprotein substrate	-	0.9202	92.02%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.6440	64.40%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	+	0.8513	85.13%
CYP2C8 inhibition	-	0.8541	85.41%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9044	90.44%
Eye irritation	+	0.7243	72.43%
Skin irritation	-	0.5309	53.09%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5296	52.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.5204	52.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5281	52.81%
Acute Oral Toxicity (c)	III	0.5843	58.43%
Estrogen receptor binding	-	0.6573	65.73%
Androgen receptor binding	-	0.5062	50.62%
Thyroid receptor binding	-	0.6432	64.32%
Glucocorticoid receptor binding	-	0.4683	46.83%
Aromatase binding	-	0.7564	75.64%
PPAR gamma	-	0.6870	68.70%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	91.16%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.43%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.46%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.05%	96.25%

Plants that contains it

• Osmitopsis asteriscoides

Cross-Links

• PubChem: 102239683
• LOTUS: LTS0177701
• wikiData: Q105137281