(3aS,6aR,9aR,9bS)-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 9b9876ad-0981-4e1e-8f6c-1b8092acb9df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,6aR,9aR,9bS)-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): C=C1CCC2CC(=O)OC2C3C1CCC3=C
• SMILES (Isomeric): C=C1CC[C@H]2CC(=O)O[C@@H]2[C@@H]3[C@H]1CCC3=C
• InChI: InChI=1S/C14H18O2/c1-8-3-5-10-7-12(15)16-14(10)13-9(2)4-6-11(8)13/h10-11,13-14H,1-7H2/t10-,11-,13-,14-/m0/s1
• InChI Key: UJGMDAQQYTWITM-IMIFBBOLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.85
• 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	+	0.9972	99.72%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.5022	50.22%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8970	89.70%
P-glycoprotein inhibitior	-	0.9304	93.04%
P-glycoprotein substrate	-	0.9104	91.04%
CYP3A4 substrate	-	0.5383	53.83%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.6468	64.68%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.6111	61.11%
CYP2C8 inhibition	-	0.9185	91.85%
CYP inhibitory promiscuity	-	0.8721	87.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	+	0.6104	61.04%
Eye irritation	+	0.8763	87.63%
Skin irritation	-	0.7388	73.88%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6178	61.78%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.8520	85.20%
skin sensitisation	+	0.5693	56.93%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6937	69.37%
Acute Oral Toxicity (c)	III	0.7125	71.25%
Estrogen receptor binding	-	0.7946	79.46%
Androgen receptor binding	+	0.5477	54.77%
Thyroid receptor binding	-	0.7306	73.06%
Glucocorticoid receptor binding	-	0.6198	61.98%
Aromatase binding	-	0.8703	87.03%
PPAR gamma	-	0.8181	81.81%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8606	86.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.87%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.74%	92.94%

Plants that contains it

• Cirsium carolinianum

Cross-Links

• PubChem: 162406238
• LOTUS: LTS0007732
• wikiData: Q105273921