[(3aS,5R,5aS,8S,8aR,9R,9aS)-9-hydroxy-5-methyl-1-methylidene-2-oxo-3a,4,5,5a,6,7,8,8a,9,9a-decahydroazuleno[6,7-b]furan-8-yl] acetate

Details

• Internal ID: 6b41e6aa-0d94-496f-9822-480d3a2005a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(3aS,5R,5aS,8S,8aR,9R,9aS)-9-hydroxy-5-methyl-1-methylidene-2-oxo-3a,4,5,5a,6,7,8,8a,9,9a-decahydroazuleno[6,7-b]furan-8-yl] acetate
• InChI: InChI=1S/C16H22O5/c1-7-6-12-13(8(2)16(19)21-12)15(18)14-10(7)4-5-11(14)20-9(3)17/h7,10-15,18H,2,4-6H2,1,3H3/t7-,10+,11+,12+,13-,14+,15+/m1/s1
• InChI Key: HJMKZIGEGUFLFR-ZJWOIPNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.6163	61.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6437	64.37%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9295	92.95%
P-glycoprotein inhibitior	-	0.8498	84.98%
P-glycoprotein substrate	-	0.8212	82.12%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.6917	69.17%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.7898	78.98%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	+	0.7589	75.89%
CYP2C8 inhibition	-	0.7747	77.47%
CYP inhibitory promiscuity	-	0.9233	92.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6639	66.39%
Eye corrosion	-	0.9668	96.68%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.5444	54.44%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6755	67.55%
Acute Oral Toxicity (c)	II	0.5143	51.43%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	-	0.5540	55.40%
Thyroid receptor binding	+	0.5591	55.91%
Glucocorticoid receptor binding	+	0.6330	63.30%
Aromatase binding	-	0.4899	48.99%
PPAR gamma	-	0.5909	59.09%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	95.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.82%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.10%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.78%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.29%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.26%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.16%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.39%	100.00%

Plants that contains it

• Rhanteriopsis bombycina

Cross-Links

• PubChem: 162890517
• LOTUS: LTS0011375
• wikiData: Q105156930