Cremenolide

Details

• Internal ID: b365b371-37cc-45d7-8ee3-aa34da3a63de
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(3Z)-7-acetyloxy-6-hydroxy-2-methyl-10-oxo-2,5,6,7,8,9-hexahydrooxecin-5-yl] (E)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1C=CC(OC(=O)CCC(C1O)OC(=O)C)C
• SMILES (Isomeric): C/C=C/C(=O)OC1/C=C\C(OC(=O)CCC(C1O)OC(=O)C)C
• InChI: InChI=1S/C16H22O7/c1-4-5-14(18)23-13-7-6-10(2)21-15(19)9-8-12(16(13)20)22-11(3)17/h4-7,10,12-13,16,20H,8-9H2,1-3H3/b5-4+,7-6-
• InChI Key: MAWJKQOOBBFFLI-DEQVHDEQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8545	85.45%
Caco-2	-	0.5642	56.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7515	75.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.6928	69.28%
P-glycoprotein inhibitior	-	0.7644	76.44%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.8423	84.23%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.8839	88.39%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.8143	81.43%
CYP2C8 inhibition	-	0.7763	77.63%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8814	88.14%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9126	91.26%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.6720	67.20%
Skin corrosion	-	0.8779	87.79%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4732	47.32%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6067	60.67%
Acute Oral Toxicity (c)	III	0.5376	53.76%
Estrogen receptor binding	-	0.5209	52.09%
Androgen receptor binding	-	0.7297	72.97%
Thyroid receptor binding	-	0.7089	70.89%
Glucocorticoid receptor binding	-	0.5977	59.77%
Aromatase binding	-	0.8346	83.46%
PPAR gamma	-	0.8332	83.32%
Honey bee toxicity	-	0.8415	84.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4369	43.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.64%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.15%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.88%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.10%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586226
• LOTUS: LTS0038927
• wikiData: Q77501638