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

Details

• Internal ID: 2da83441-cfaa-4cca-872d-6d9f2ea31e02
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [4,7-bis(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C=C2C(C1(COC(=O)C)O)C(OC=C2COC(=O)C)OC(=O)CC(C)C
• SMILES (Isomeric): CC(C)CC(=O)OC1C=C2C(C1(COC(=O)C)O)C(OC=C2COC(=O)C)OC(=O)CC(C)C
• InChI: InChI=1S/C24H34O10/c1-13(2)7-20(27)33-19-9-18-17(10-30-15(5)25)11-31-23(34-21(28)8-14(3)4)22(18)24(19,29)12-32-16(6)26/h9,11,13-14,19,22-23,29H,7-8,10,12H2,1-6H3
• InChI Key: UPWQTFMGRAGKCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₁₀
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.21519728 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.6803	68.03%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8365	83.65%
P-glycoprotein inhibitior	+	0.7068	70.68%
P-glycoprotein substrate	-	0.6258	62.58%
CYP3A4 substrate	+	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.8356	83.56%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.8042	80.42%
CYP2C8 inhibition	-	0.6139	61.39%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.6068	60.68%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6627	66.27%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5749	57.49%
skin sensitisation	-	0.6939	69.39%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7100	71.00%
Acute Oral Toxicity (c)	III	0.5418	54.18%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	+	0.6030	60.30%
Thyroid receptor binding	-	0.5549	55.49%
Glucocorticoid receptor binding	+	0.7678	76.78%
Aromatase binding	+	0.6006	60.06%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.7629	76.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8884	88.84%

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	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.14%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.08%	95.56%

Plants that contains it

• Valeriana alliariifolia
• Valeriana jatamansi

Cross-Links

• PubChem: 56680799
• LOTUS: LTS0164709
• wikiData: Q105277035