[4-(acetyloxymethyl)-7-hydroxy-7-(hydroxymethyl)-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate

Details

• Internal ID: 0b424a3d-42b2-48cd-9b37-00b85e2edebf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [4-(acetyloxymethyl)-7-hydroxy-7-(hydroxymethyl)-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C=C2C(C1(CO)O)C(OC=C2COC(=O)C)OC(=O)CC(C)C
• SMILES (Isomeric): CC(C)CC(=O)OC1C=C2C(C1(CO)O)C(OC=C2COC(=O)C)OC(=O)CC(C)C
• InChI: InChI=1S/C22H32O9/c1-12(2)6-18(25)30-17-8-16-15(9-28-14(5)24)10-29-21(20(16)22(17,27)11-23)31-19(26)7-13(3)4/h8,10,12-13,17,20-21,23,27H,6-7,9,11H2,1-5H3
• InChI Key: BKKCPVJHKOCEPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₉
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.20463259 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9416	94.16%
Caco-2	-	0.6553	65.53%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7723	77.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6455	64.55%
P-glycoprotein inhibitior	+	0.5986	59.86%
P-glycoprotein substrate	-	0.6897	68.97%
CYP3A4 substrate	+	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.9113	91.13%
CYP2C9 inhibition	-	0.8548	85.48%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.7679	76.79%
CYP2C8 inhibition	-	0.6574	65.74%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5958	59.58%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9437	94.37%
Skin irritation	-	0.6546	65.46%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5499	54.99%
skin sensitisation	-	0.7791	77.91%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7254	72.54%
Acute Oral Toxicity (c)	III	0.6057	60.57%
Estrogen receptor binding	+	0.6447	64.47%
Androgen receptor binding	+	0.6096	60.96%
Thyroid receptor binding	-	0.5880	58.80%
Glucocorticoid receptor binding	+	0.7142	71.42%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8389	83.89%

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	96.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.43%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.47%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.97%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.08%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	80.38%	97.79%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 56657520
• LOTUS: LTS0196562
• wikiData: Q104937654