Skeletocutin B

Details

• Internal ID: a92f3c80-d82d-4fd5-896e-19d7edcfa03f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: 5-[16-(4-methyl-2,5-dioxofuran-3-yl)hexadecyl]-2,6-dioxo-3H-pyran-4-carboxylic acid
• SMILES (Canonical): CC1=C(C(=O)OC1=O)CCCCCCCCCCCCCCCCC2=C(CC(=O)OC2=O)C(=O)O
• SMILES (Isomeric): CC1=C(C(=O)OC1=O)CCCCCCCCCCCCCCCCC2=C(CC(=O)OC2=O)C(=O)O
• InChI: InChI=1S/C27H38O8/c1-19-20(26(32)35-25(19)31)16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-21-22(24(29)30)18-23(28)34-27(21)33/h2-18H2,1H3,(H,29,30)
• InChI Key: TXQAPNSBRYVSJA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₈
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.25666817 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9345	93.45%
Caco-2	-	0.7817	78.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8948	89.48%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7820	78.20%
BSEP inhibitior	+	0.6387	63.87%
P-glycoprotein inhibitior	+	0.6434	64.34%
P-glycoprotein substrate	-	0.8798	87.98%
CYP3A4 substrate	-	0.5347	53.47%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.9011	90.11%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7852	78.52%
CYP2C8 inhibition	-	0.8837	88.37%
CYP inhibitory promiscuity	-	0.9508	95.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9553	95.53%
Carcinogenicity (trinary)	Non-required	0.6599	65.99%
Eye corrosion	-	0.9518	95.18%
Eye irritation	-	0.6374	63.74%
Skin irritation	-	0.5264	52.64%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4468	44.68%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5584	55.84%
Acute Oral Toxicity (c)	III	0.5915	59.15%
Estrogen receptor binding	+	0.7420	74.20%
Androgen receptor binding	+	0.6252	62.52%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.5867	58.67%
Aromatase binding	+	0.5598	55.98%
PPAR gamma	+	0.7303	73.03%
Honey bee toxicity	-	0.9873	98.73%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6876	68.76%
Fish aquatic toxicity	+	0.9715	97.15%

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	93.93%	95.17%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.24%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.05%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.73%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.78%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.32%	96.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.64%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682755
• LOTUS: LTS0035319
• wikiData: Q105266915