(3aR,6aR,9aR,9bS)-6-methyl-3,9-dimethylidene-4,6a,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 35c93a99-6e0d-45f5-99b9-2ec935496240
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aR,6aR,9aR,9bS)-6-methyl-3,9-dimethylidene-4,6a,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=CCC2C(C3C1CCC3=C)OC(=O)C2=C
• SMILES (Isomeric): CC1=CC[C@H]2[C@@H]([C@@H]3[C@H]1CCC3=C)OC(=O)C2=C
• InChI: InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h4,11-14H,2-3,5-7H2,1H3/t11-,12+,13-,14-/m0/s1
• InChI Key: BWRZDLYJNURUHS-CRWXNKLISA-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): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.02
• 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	+	0.7592	75.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.3927	39.27%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8943	89.43%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.8911	89.11%
CYP3A4 substrate	+	0.5298	52.98%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8938	89.38%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.5886	58.86%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	+	0.7644	76.44%
CYP2C8 inhibition	-	0.8621	86.21%
CYP inhibitory promiscuity	-	0.8173	81.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.7979	79.79%
Eye irritation	+	0.5432	54.32%
Skin irritation	+	0.5200	52.00%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5614	56.14%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.5929	59.29%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6071	60.71%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	-	0.6906	69.06%
Androgen receptor binding	+	0.5555	55.55%
Thyroid receptor binding	-	0.6868	68.68%
Glucocorticoid receptor binding	-	0.6031	60.31%
Aromatase binding	-	0.7854	78.54%
PPAR gamma	-	0.7473	74.73%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	92.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.86%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.02%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.20%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.61%	98.95%

Plants that contains it

• Cladrastis kentukea
• Eremanthus brasiliensis
• Lychnophora salicifolia

Cross-Links

• PubChem: 98659233
• NPASS: NPC129238
• LOTUS: LTS0144477
• wikiData: Q104947577