[1-Acetyloxy-4a,7-dihydroxy-6-(3-methylbutanoyloxy)-7-[[3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate

Details

• Internal ID: 9b3e29ae-6fa0-4f6a-91fe-d8240d332c81
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [1-acetyloxy-4a,7-dihydroxy-6-(3-methylbutanoyloxy)-7-[[3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
• SMILES (Canonical): CC(C)CC(=O)OC1CC2(C(C1(COC(=O)C(C(C)C)OC(=O)CC(C)C)O)C(OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)C)O
• SMILES (Isomeric): CC(C)CC(=O)OC1CC2(C(C1(COC(=O)C(C(C)C)OC(=O)CC(C)C)O)C(OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)C)O
• InChI: InChI=1S/C37H58O15/c1-19(2)12-27(39)50-26-15-36(44)25(16-46-33(42)30(22(7)8)51-28(40)13-20(3)4)17-47-35(49-24(11)38)32(36)37(26,45)18-48-34(43)31(23(9)10)52-29(41)14-21(5)6/h17,19-23,26,30-32,35,44-45H,12-16,18H2,1-11H3
• InChI Key: BODYCSNXCSTEMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₅
• Molecular Weight: 742.80 g/mol
• Exact Mass: 742.37757114 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 15
• H-Bond Donor: 2
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8552	85.52%
Caco-2	-	0.8521	85.21%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7948	79.48%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9726	97.26%
P-glycoprotein inhibitior	+	0.7708	77.08%
P-glycoprotein substrate	+	0.5147	51.47%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.9470	94.70%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.4724	47.24%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6305	63.05%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6999	69.99%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5721	57.21%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5268	52.68%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7574	75.74%
Acute Oral Toxicity (c)	III	0.4349	43.49%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.7509	75.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9451	94.51%

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	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.04%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	88.01%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.21%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.86%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.54%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.55%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	83.20%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.64%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.96%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.63%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.10%	95.89%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 162999829
• LOTUS: LTS0021400
• wikiData: Q104939182