(6,6a,9-Trihydroxy-3,6,9a-trimethyl-2-oxo-3,3a,4,5,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: 6fe76128-6e2b-4993-8aca-bccbe7181886
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (6,6a,9-trihydroxy-3,6,9a-trimethyl-2-oxo-3,3a,4,5,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) acetate
• SMILES (Canonical): CC1C2C(CC(C3(C=CC(C3(C2OC1=O)C)O)O)(C)O)OC(=O)C
• SMILES (Isomeric): CC1C2C(CC(C3(C=CC(C3(C2OC1=O)C)O)O)(C)O)OC(=O)C
• InChI: InChI=1S/C17H24O7/c1-8-12-10(23-9(2)18)7-15(3,21)17(22)6-5-11(19)16(17,4)13(12)24-14(8)20/h5-6,8,10-13,19,21-22H,7H2,1-4H3
• InChI Key: OPRXYCSDSGOXEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₇
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8736	87.36%
Caco-2	-	0.7587	75.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4547	45.47%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7401	74.01%
P-glycoprotein inhibitior	-	0.7890	78.90%
P-glycoprotein substrate	-	0.6843	68.43%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.6397	63.97%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8313	83.13%
CYP2C8 inhibition	-	0.8672	86.72%
CYP inhibitory promiscuity	-	0.9750	97.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4956	49.56%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.6702	67.02%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4547	45.47%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7954	79.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7719	77.19%
Acute Oral Toxicity (c)	III	0.4549	45.49%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.6307	63.07%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	-	0.4790	47.90%
Aromatase binding	-	0.6449	64.49%
PPAR gamma	+	0.5732	57.32%
Honey bee toxicity	-	0.7768	77.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8092	80.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.81%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.70%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.49%	97.14%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 72786126
• LOTUS: LTS0137954
• wikiData: Q105196535