Skeletocutin C

Details

• Internal ID: 6ac43058-7531-4e16-bf4d-82495d8d80ac
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: methyl 5-[14-(4-methyl-2,5-dioxofuran-3-yl)tetradecyl]-2,6-dioxo-3H-pyran-4-carboxylate
• SMILES (Canonical): CC1=C(C(=O)OC1=O)CCCCCCCCCCCCCCC2=C(CC(=O)OC2=O)C(=O)OC
• SMILES (Isomeric): CC1=C(C(=O)OC1=O)CCCCCCCCCCCCCCC2=C(CC(=O)OC2=O)C(=O)OC
• InChI: InChI=1S/C26H36O8/c1-18-19(25(30)34-23(18)28)15-13-11-9-7-5-3-4-6-8-10-12-14-16-20-21(24(29)32-2)17-22(27)33-26(20)31/h3-17H2,1-2H3
• InChI Key: DGWMCSJXIDAGMS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₈
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.24101810 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	-	0.6384	63.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8245	82.45%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7995	79.95%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	+	0.5989	59.89%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.8970	89.70%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.8044	80.44%
CYP2D6 inhibition	-	0.8980	89.80%
CYP1A2 inhibition	-	0.7051	70.51%
CYP2C8 inhibition	-	0.7203	72.03%
CYP inhibitory promiscuity	-	0.7717	77.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9253	92.53%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9405	94.05%
Eye irritation	-	0.6350	63.50%
Skin irritation	-	0.6658	66.58%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7159	71.59%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5879	58.79%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4808	48.08%
Acute Oral Toxicity (c)	III	0.6481	64.81%
Estrogen receptor binding	+	0.5763	57.63%
Androgen receptor binding	+	0.6059	60.59%
Thyroid receptor binding	-	0.5822	58.22%
Glucocorticoid receptor binding	+	0.5566	55.66%
Aromatase binding	+	0.5189	51.89%
PPAR gamma	+	0.5424	54.24%
Honey bee toxicity	-	0.9637	96.37%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5176	51.76%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.01%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.01%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.37%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.51%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682756
• LOTUS: LTS0221413
• wikiData: Q104979407