[(3S,3aS,6E,10Z,11aS)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-10-yl]methyl acetate

Details

• Internal ID: 34b72ce2-4513-4512-8a1b-3fe849c9cc2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3S,3aS,6E,10Z,11aS)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-10-yl]methyl acetate
• InChI: InChI=1S/C17H24O4/c1-11-5-4-6-14(10-20-13(3)18)9-16-15(8-7-11)12(2)17(19)21-16/h5,9,12,15-16H,4,6-8,10H2,1-3H3/b11-5+,14-9-/t12-,15-,16+/m0/s1
• InChI Key: LSBHOHCINQFSLQ-ZPTDNNSVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 4
• 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	+	0.9925	99.25%
Caco-2	+	0.8529	85.29%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7066	70.66%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6785	67.85%
P-glycoprotein inhibitior	-	0.6935	69.35%
P-glycoprotein substrate	-	0.8181	81.81%
CYP3A4 substrate	+	0.5966	59.66%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.7471	74.71%
CYP2D6 inhibition	-	0.8448	84.48%
CYP1A2 inhibition	+	0.7562	75.62%
CYP2C8 inhibition	-	0.7521	75.21%
CYP inhibitory promiscuity	-	0.6988	69.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9655	96.55%
Eye irritation	-	0.8720	87.20%
Skin irritation	-	0.5732	57.32%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5194	51.94%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6458	64.58%
skin sensitisation	-	0.7989	79.89%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5108	51.08%
Acute Oral Toxicity (c)	III	0.6466	64.66%
Estrogen receptor binding	-	0.6037	60.37%
Androgen receptor binding	-	0.5239	52.39%
Thyroid receptor binding	-	0.6555	65.55%
Glucocorticoid receptor binding	-	0.4934	49.34%
Aromatase binding	-	0.8589	85.89%
PPAR gamma	-	0.6291	62.91%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.05%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.14%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.34%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

• Dolomiaea souliei

Cross-Links

• PubChem: 162962386
• LOTUS: LTS0171509
• wikiData: Q105156456