6,9a-dimethyl-3-methylidene-4,5,6,6a,7,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,8,9-trione

Details

• Internal ID: c1203d87-1652-4669-b3f9-dd19b3aa0279
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 6,9a-dimethyl-3-methylidene-4,5,6,6a,7,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,8,9-trione
• SMILES (Canonical): CC1CCC2C(C3(C1CC(=O)C3=O)C)OC(=O)C2=C
• SMILES (Isomeric): CC1CCC2C(C3(C1CC(=O)C3=O)C)OC(=O)C2=C
• InChI: InChI=1S/C15H18O4/c1-7-4-5-9-8(2)14(18)19-13(9)15(3)10(7)6-11(16)12(15)17/h7,9-10,13H,2,4-6H2,1,3H3
• InChI Key: RCOALPWBATXWSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 4
• 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	+	0.9841	98.41%
Caco-2	+	0.6738	67.38%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6096	60.96%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9158	91.58%
P-glycoprotein inhibitior	-	0.8165	81.65%
P-glycoprotein substrate	-	0.8761	87.61%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.8510	85.10%
CYP2C9 inhibition	-	0.9023	90.23%
CYP2C19 inhibition	-	0.8633	86.33%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.7236	72.36%
Skin irritation	+	0.5404	54.04%
Skin corrosion	-	0.8295	82.95%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7650	76.50%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7546	75.46%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.4371	43.71%
Estrogen receptor binding	-	0.4804	48.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6869	68.69%
Glucocorticoid receptor binding	-	0.5218	52.18%
Aromatase binding	-	0.6175	61.75%
PPAR gamma	-	0.6105	61.05%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.8000	80.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.87%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.39%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.96%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.61%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	89.14%	97.05%
CHEMBL3920	Q04759	Protein kinase C theta	86.48%	97.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.88%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.46%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.13%	93.04%

Plants that contains it

• Ambrosia artemisiifolia

Cross-Links

• PubChem: 163031833
• LOTUS: LTS0022720
• wikiData: Q105233839