6a-Hydroxy-3,6,9a-trimethyl-4,5,6,7,8,9b-hexahydroazuleno[8,7-b]furan-2,9-dione

Details

• Internal ID: 203f2b8e-ed40-4832-a2fb-cca2dc5f2861
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 6a-hydroxy-3,6,9a-trimethyl-4,5,6,7,8,9b-hexahydroazuleno[8,7-b]furan-2,9-dione
• SMILES (Canonical): CC1CCC2=C(C(=O)OC2C3(C1(CCC3=O)O)C)C
• SMILES (Isomeric): CC1CCC2=C(C(=O)OC2C3(C1(CCC3=O)O)C)C
• InChI: InChI=1S/C15H20O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h8,12,18H,4-7H2,1-3H3
• InChI Key: AEVZZALQJYKVBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.7319	73.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5592	55.92%
BSEP inhibitior	-	0.8610	86.10%
P-glycoprotein inhibitior	-	0.8746	87.46%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.7457	74.57%
CYP2C9 inhibition	-	0.7291	72.91%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	+	0.6697	66.97%
CYP2C8 inhibition	-	0.9039	90.39%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.6516	65.16%
Skin irritation	+	0.6212	62.12%
Skin corrosion	-	0.8874	88.74%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7057	70.57%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5433	54.33%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5773	57.73%
Acute Oral Toxicity (c)	II	0.4408	44.08%
Estrogen receptor binding	-	0.5663	56.63%
Androgen receptor binding	+	0.5815	58.15%
Thyroid receptor binding	-	0.5423	54.23%
Glucocorticoid receptor binding	-	0.6061	60.61%
Aromatase binding	-	0.6427	64.27%
PPAR gamma	-	0.5132	51.32%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	92.64%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.14%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.39%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	84.99%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.54%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 12310868
• LOTUS: LTS0142779
• wikiData: Q104910663