[4-[1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylbutanoate

Details

• Internal ID: a1f778e4-cd9e-4efe-ad2d-69800295a8a2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [4-[1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylbutanoate
• InChI: InChI=1S/C27H40O9/c1-6-16(2)23(31)36-21-12-24(4,32)25(5,19-8-7-9-26(15-34-26)27(19,21)14-28)20(35-17(3)29)10-18-11-22(30)33-13-18/h11,16,19-21,28,32H,6-10,12-15H2,1-5H3
• InChI Key: AHYJCAKCAVWBQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₉
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.26723285 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	-	0.6985	69.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8810	88.10%
P-glycoprotein inhibitior	+	0.6497	64.97%
P-glycoprotein substrate	+	0.5709	57.09%
CYP3A4 substrate	+	0.6963	69.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	+	0.7284	72.84%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	+	0.5626	56.26%
CYP inhibitory promiscuity	-	0.8084	80.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4915	49.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9235	92.35%
Skin irritation	+	0.5728	57.28%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6803	68.03%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5317	53.17%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4690	46.90%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	+	0.7947	79.47%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.7608	76.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	98.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.84%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.15%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.18%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.61%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.79%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.23%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.27%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.42%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.70%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.18%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.61%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.17%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.16%	96.47%

Plants that contains it

• Scutellaria caucasica

Cross-Links

• PubChem: 85285231
• LOTUS: LTS0181043
• wikiData: Q104912554