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

Details

• Internal ID: 9b2a5588-b78f-4a57-80c1-867e782a0b68
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [4-(acetyloxymethyl)-7-hydroxy-1,6-bis(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1(C(C=C2C1C(OC=C2COC(=O)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O
• SMILES (Isomeric): CC(C)CC(=O)OCC1(C(C=C2C1C(OC=C2COC(=O)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O
• InChI: InChI=1S/C27H40O10/c1-15(2)8-22(29)35-14-27(32)21(36-23(30)9-16(3)4)11-20-19(12-33-18(7)28)13-34-26(25(20)27)37-24(31)10-17(5)6/h11,13,15-17,21,25-26,32H,8-10,12,14H2,1-7H3
• InChI Key: NDHTVWHEZTVRJI-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): 135.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• 18296-48-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	-	0.7581	75.81%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8412	84.12%
P-glycoprotein inhibitior	+	0.7571	75.71%
P-glycoprotein substrate	-	0.6316	63.16%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.8705	87.05%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.8428	84.28%
CYP2C8 inhibition	-	0.5783	57.83%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.5985	59.85%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5999	59.99%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7201	72.01%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.6874	68.74%
Androgen receptor binding	+	0.5791	57.91%
Thyroid receptor binding	-	0.5631	56.31%
Glucocorticoid receptor binding	+	0.7318	73.18%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	+	0.5755	57.55%
Honey bee toxicity	-	0.7600	76.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	97.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.85%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.32%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.80%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	80.13%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.08%	95.56%

Plants that contains it

• Valeriana alliariifolia
• Valeriana officinalis

Cross-Links

• PubChem: 75044760
• LOTUS: LTS0231944
• wikiData: Q105177555