methyl 8a-(acetyloxymethyl)-5-[2-(2-acetyloxy-5-oxo-2H-furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: 6a852df7-736a-423a-bb3c-43b126515d7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl 8a-(acetyloxymethyl)-5-[2-(2-acetyloxy-5-oxo-2H-furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C25H34O8/c1-15-9-12-25(14-31-16(2)26)19(22(29)30-5)7-6-8-20(25)24(15,4)11-10-18-13-21(28)33-23(18)32-17(3)27/h7,13,15,20,23H,6,8-12,14H2,1-5H3
• InChI Key: NRCPUYQCRMQAEF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.22536804 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	-	0.5659	56.59%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8011	80.11%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9210	92.10%
P-glycoprotein inhibitior	+	0.8457	84.57%
P-glycoprotein substrate	-	0.5432	54.32%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9097	90.97%
CYP3A4 inhibition	-	0.8018	80.18%
CYP2C9 inhibition	-	0.7230	72.30%
CYP2C19 inhibition	-	0.7930	79.30%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.5608	56.08%
CYP2C8 inhibition	+	0.6230	62.30%
CYP inhibitory promiscuity	-	0.6584	65.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.6254	62.54%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7018	70.18%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.5800	58.00%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	-	0.5060	50.60%
Glucocorticoid receptor binding	+	0.8112	81.12%
Aromatase binding	+	0.6833	68.33%
PPAR gamma	+	0.5960	59.60%
Honey bee toxicity	-	0.7340	73.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.45%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.79%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.37%	94.80%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.79%	91.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.21%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL5028	O14672	ADAM10	82.44%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.60%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.24%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL3045	P05771	Protein kinase C beta	80.86%	97.63%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.83%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.83%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.68%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.34%	94.33%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162920098
• LOTUS: LTS0177294
• wikiData: Q105184397