(3S,3aS,6S,6aS,9aS,9bR)-6a-hydroxy-3-(hydroxymethyl)-6,9a-dimethyl-3,3a,4,5,6,9b-hexahydroazuleno[8,7-b]furan-2,9-dione

Details

• Internal ID: 5f30a4a4-d2dc-47b1-8f57-a9e9d672437b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (3S,3aS,6S,6aS,9aS,9bR)-6a-hydroxy-3-(hydroxymethyl)-6,9a-dimethyl-3,3a,4,5,6,9b-hexahydroazuleno[8,7-b]furan-2,9-dione
• InChI: InChI=1S/C15H20O5/c1-8-3-4-9-10(7-16)13(18)20-12(9)14(2)11(17)5-6-15(8,14)19/h5-6,8-10,12,16,19H,3-4,7H2,1-2H3/t8-,9-,10+,12+,14-,15+/m0/s1
• InChI Key: VZYHZESHVNVJBP-AOHBOMHRSA-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: 0.70
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	+	0.5529	55.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7172	71.72%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6533	65.33%
BSEP inhibitior	-	0.9294	92.94%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.6603	66.03%
CYP3A4 substrate	+	0.5834	58.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9076	90.76%
CYP3A4 inhibition	-	0.6900	69.00%
CYP2C9 inhibition	-	0.8097	80.97%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6580	65.80%
CYP2C8 inhibition	-	0.9032	90.32%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9905	99.05%
Skin irritation	-	0.6127	61.27%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.5848	58.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.6693	66.93%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6028	60.28%
skin sensitisation	-	0.8937	89.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6351	63.51%
Acute Oral Toxicity (c)	III	0.4292	42.92%
Estrogen receptor binding	+	0.6748	67.48%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	-	0.4881	48.81%
PPAR gamma	-	0.5551	55.51%
Honey bee toxicity	-	0.9270	92.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	93.97%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.23%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.92%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.80%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.43%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.23%	97.79%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 162941019
• LOTUS: LTS0173096
• wikiData: Q105300053