[(1S,2S,4aS,8aR)-1-[(E)-5-[(2R)-3-(hydroxymethyl)-5-oxo-2H-furan-2-yl]-3-methylpent-3-enyl]-2,4a-dimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate

Details

• Internal ID: 96065a42-f96b-4a10-99e9-266b28e020d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2S,4aS,8aR)-1-[(E)-5-[(2R)-3-(hydroxymethyl)-5-oxo-2H-furan-2-yl]-3-methylpent-3-enyl]-2,4a-dimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate
• InChI: InChI=1S/C27H40O5/c1-18(9-10-23-22(16-28)15-25(30)32-23)11-14-27(17-31-21(4)29)20(3)12-13-26(5)19(2)7-6-8-24(26)27/h9,15,20,23-24,28H,2,6-8,10-14,16-17H2,1,3-5H3/b18-9+/t20-,23+,24+,26+,27-/m0/s1
• InChI Key: QNRWFUMAJPIGRH-ZJKFFTLDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₅
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	-	0.6573	65.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7676	76.76%
OATP1B3 inhibitior	+	0.8871	88.71%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5479	54.79%
BSEP inhibitior	+	0.9635	96.35%
P-glycoprotein inhibitior	+	0.6544	65.44%
P-glycoprotein substrate	-	0.6175	61.75%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9113	91.13%
CYP3A4 inhibition	-	0.5510	55.10%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8235	82.35%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.6701	67.01%
CYP2C8 inhibition	+	0.5576	55.76%
CYP inhibitory promiscuity	-	0.8247	82.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9006	90.06%
Skin irritation	+	0.5475	54.75%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7135	71.35%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7471	74.71%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	+	0.6449	64.49%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.7498	74.98%
Aromatase binding	+	0.5423	54.23%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.7984	79.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	98.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.81%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.38%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.14%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.81%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.79%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.77%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.45%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	81.25%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.96%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.70%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.57%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.32%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.03%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10366189
• LOTUS: LTS0213148
• wikiData: Q105224628