[6-acetyloxy-4-[(2-acetyloxy-3-methylbutanoyl)oxymethyl]spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-1-yl] 3-methylpentanoate

Details

• Internal ID: 0792123c-c793-4e37-bcb5-64799102e206
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [6-acetyloxy-4-[(2-acetyloxy-3-methylbutanoyl)oxymethyl]spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-1-yl] 3-methylpentanoate
• SMILES (Canonical): CCC(C)CC(=O)OC1C2C(=CC(C23CO3)OC(=O)C)C(=CO1)COC(=O)C(C(C)C)OC(=O)C
• SMILES (Isomeric): CCC(C)CC(=O)OC1C2C(=CC(C23CO3)OC(=O)C)C(=CO1)COC(=O)C(C(C)C)OC(=O)C
• InChI: InChI=1S/C25H34O10/c1-7-14(4)8-20(28)35-24-21-18(9-19(33-15(5)26)25(21)12-32-25)17(11-31-24)10-30-23(29)22(13(2)3)34-16(6)27/h9,11,13-14,19,21-22,24H,7-8,10,12H2,1-6H3
• InChI Key: XACDKHBZZCTLAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₀
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.21519728 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.6617	66.17%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6845	68.45%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8693	86.93%
P-glycoprotein inhibitior	+	0.8029	80.29%
P-glycoprotein substrate	+	0.5513	55.13%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8822	88.22%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.7205	72.05%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.7958	79.58%
CYP2C8 inhibition	+	0.5662	56.62%
CYP inhibitory promiscuity	-	0.7991	79.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4797	47.97%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5560	55.60%
skin sensitisation	-	0.6154	61.54%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7376	73.76%
Acute Oral Toxicity (c)	III	0.5655	56.55%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.6539	65.39%
Thyroid receptor binding	-	0.5547	55.47%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.6135	61.35%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9258	92.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.02%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.32%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.50%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.43%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.83%	97.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.20%	97.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.38%	89.62%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 73200998
• LOTUS: LTS0104848
• wikiData: Q105323816