(3S,3aS,6R,6aS,9aS,9bR)-6,6a-dihydroxy-3,6,9a-trimethyl-3a,4,5,9b-tetrahydro-3H-azuleno[8,7-b]furan-2,9-dione

Details

• Internal ID: b0c36aa2-2d9a-4d17-bea2-18bb17d95bb1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (3S,3aS,6R,6aS,9aS,9bR)-6,6a-dihydroxy-3,6,9a-trimethyl-3a,4,5,9b-tetrahydro-3H-azuleno[8,7-b]furan-2,9-dione
• InChI: InChI=1S/C15H20O5/c1-8-9-4-6-13(2,18)15(19)7-5-10(16)14(15,3)11(9)20-12(8)17/h5,7-9,11,18-19H,4,6H2,1-3H3/t8-,9-,11+,13+,14-,15+/m0/s1
• InChI Key: WFWURFRLTIPPGV-NHQBGTEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9203	92.03%
Caco-2	-	0.6032	60.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5343	53.43%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.9593	95.93%
P-glycoprotein inhibitior	-	0.9125	91.25%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.6362	63.62%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.5373	53.73%
CYP2C8 inhibition	-	0.9262	92.62%
CYP inhibitory promiscuity	-	0.9876	98.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9399	93.99%
Skin irritation	+	0.5278	52.78%
Skin corrosion	-	0.7237	72.37%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.7674	76.74%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.3654	36.54%
Estrogen receptor binding	+	0.7101	71.01%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.5568	55.68%
Aromatase binding	-	0.5342	53.42%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.9205	92.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8604	86.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.77%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.38%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.52%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.21%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.98%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.32%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.66%	85.14%
CHEMBL1871	P10275	Androgen Receptor	80.56%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.14%	99.23%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 12115380
• LOTUS: LTS0204722
• wikiData: Q105304227