(3aS,4S,9S,10Z,11aS)-4,9-dihydroxy-10-methyl-3,6-dimethylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2,5-dione

Details

• Internal ID: 51a5cfb6-60e4-4ad3-be15-7fb47728b6d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,4S,9S,10Z,11aS)-4,9-dihydroxy-10-methyl-3,6-dimethylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2,5-dione
• InChI: InChI=1S/C15H18O5/c1-7-4-5-10(16)8(2)6-11-12(14(18)13(7)17)9(3)15(19)20-11/h6,10-12,14,16,18H,1,3-5H2,2H3/b8-6-/t10-,11-,12+,14-/m0/s1
• InChI Key: WFYBOEGIJBIGPA-ZPBKDSQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.67
• 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	+	0.9592	95.92%
Caco-2	-	0.6288	62.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.9438	94.38%
P-glycoprotein inhibitior	-	0.9064	90.64%
P-glycoprotein substrate	-	0.9117	91.17%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.8797	87.97%
CYP2C19 inhibition	-	0.8562	85.62%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.6561	65.61%
CYP2C8 inhibition	-	0.8531	85.31%
CYP inhibitory promiscuity	-	0.9637	96.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5069	50.69%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.6823	68.23%
Skin irritation	-	0.5205	52.05%
Skin corrosion	-	0.7678	76.78%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7034	70.34%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5336	53.36%
Acute Oral Toxicity (c)	III	0.3679	36.79%
Estrogen receptor binding	+	0.5752	57.52%
Androgen receptor binding	-	0.7041	70.41%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.6585	65.85%
Aromatase binding	-	0.7126	71.26%
PPAR gamma	-	0.7719	77.19%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8569	85.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.95%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.55%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.39%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10869605
• LOTUS: LTS0113089
• wikiData: Q105304254