[(3S,3aS,6S,6aS,9aS,9bR)-3,6-dimethyl-2,9-dioxo-3a,4,5,6,6a,7,8,9b-octahydro-3H-azuleno[4,5-b]furan-9a-yl]methyl acetate

Details

• Internal ID: 17b643f5-601c-4fcf-a3b2-a76c989fbd0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: [(3S,3aS,6S,6aS,9aS,9bR)-3,6-dimethyl-2,9-dioxo-3a,4,5,6,6a,7,8,9b-octahydro-3H-azuleno[4,5-b]furan-9a-yl]methyl acetate
• InChI: InChI=1S/C17H24O5/c1-9-4-5-12-10(2)16(20)22-15(12)17(8-21-11(3)18)13(9)6-7-14(17)19/h9-10,12-13,15H,4-8H2,1-3H3/t9-,10-,12-,13-,15+,17-/m0/s1
• InChI Key: RRFWQKAQYSNZEU-PYADLVFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	+	0.7693	76.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8643	86.43%
P-glycoprotein inhibitior	-	0.6621	66.21%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.6435	64.35%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.7708	77.08%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.6782	67.82%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7015	70.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6167	61.67%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6181	61.81%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	+	0.6161	61.61%
Thyroid receptor binding	-	0.5539	55.39%
Glucocorticoid receptor binding	+	0.6316	63.16%
Aromatase binding	-	0.6546	65.46%
PPAR gamma	-	0.5237	52.37%
Honey bee toxicity	-	0.7999	79.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9627	96.27%

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	97.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.21%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.83%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL5028	O14672	ADAM10	81.39%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.23%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.62%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.42%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

• Rudbeckia mollis

Cross-Links

• PubChem: 21634227
• LOTUS: LTS0042357
• wikiData: Q105244003