[(3aR,4S,7S,10E,11aS)-7-hydroperoxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 73966dee-1987-4a87-8c23-2a57f6860bfa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aR,4S,7S,10E,11aS)-7-hydroperoxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H26O8/c1-11-4-5-15(28-25)12(2)9-17(27-20(24)14(10-22)6-7-21)18-13(3)19(23)26-16(18)8-11/h6,8,15-18,21-22,25H,2-5,7,9-10H2,1H3/b11-8+,14-6+/t15-,16-,17-,18-/m0/s1
• InChI Key: XKKROPUZCIUQMV-YUQOPVKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9354	93.54%
Caco-2	-	0.7126	71.26%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7074	70.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.7570	75.70%
BSEP inhibitior	-	0.4567	45.67%
P-glycoprotein inhibitior	-	0.5744	57.44%
P-glycoprotein substrate	-	0.6516	65.16%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.8074	80.74%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	-	0.6430	64.30%
CYP2C8 inhibition	-	0.5616	56.16%
CYP inhibitory promiscuity	-	0.8858	88.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9695	96.95%
Eye irritation	-	0.8111	81.11%
Skin irritation	-	0.7064	70.64%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4006	40.06%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.5254	52.54%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.6118	61.18%
Thyroid receptor binding	-	0.5245	52.45%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	+	0.6416	64.16%
Honey bee toxicity	-	0.7710	77.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	97.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.89%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.64%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.11%	94.73%

Plants that contains it

• Eupatorium glehnii

Cross-Links

• PubChem: 162873613
• LOTUS: LTS0235695
• wikiData: Q105329533