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

Details

• Internal ID: e1fa7965-bd62-4215-83ea-6287011567cc
• 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]-2,3-dihydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylbutanoate
• InChI: InChI=1S/C27H40O10/c1-6-15(2)23(32)37-22-21(31)25(5,33)24(4,18-8-7-9-26(14-35-26)27(18,22)13-28)19(36-16(3)29)10-17-11-20(30)34-12-17/h11,15,18-19,21-22,28,31,33H,6-10,12-14H2,1-5H3
• InChI Key: MRDDGKKTFVCTJI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₁₀
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.26214747 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9236	92.36%
Caco-2	-	0.7576	75.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8326	83.26%
P-glycoprotein inhibitior	+	0.6013	60.13%
P-glycoprotein substrate	+	0.5537	55.37%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7995	79.95%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.7949	79.49%
CYP2C8 inhibition	+	0.5633	56.33%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4806	48.06%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9380	93.80%
Skin irritation	+	0.5309	53.09%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.6107	61.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3649	36.49%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5201	52.01%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6271	62.71%
Acute Oral Toxicity (c)	III	0.5104	51.04%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	-	0.6111	61.11%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	+	0.7739	77.39%
PPAR gamma	+	0.5858	58.58%
Honey bee toxicity	-	0.7707	77.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.35%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	95.64%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.77%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.62%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.63%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.67%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.39%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.24%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.17%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.93%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.41%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.21%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	80.26%	97.79%

Plants that contains it

• Scutellaria caucasica

Cross-Links

• PubChem: 85244858
• LOTUS: LTS0008112
• wikiData: Q105170485