Skeletocutin H

Details

• Internal ID: c822e74f-06a5-4936-b6bd-103ab71c8463
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: (E)-19-(4-methyl-2,5-dioxofuran-3-yl)nonadec-2-ene-1,2,3-tricarboxylic acid
• InChI: InChI=1S/C27H40O9/c1-19-20(27(35)36-26(19)34)16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-21(24(30)31)22(25(32)33)18-23(28)29/h2-18H2,1H3,(H,28,29)(H,30,31)(H,32,33)/b22-21+
• InChI Key: UIZCWEFRBVSIBR-QURGRASLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₉
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.26723285 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 21

Synonyms

• (1E)-1-(16-(4-Methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)hexadecyl)prop-1-ene-1,2,3-tricarboxylate
• (1E)-1-[16-(4-Methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)hexadecyl]prop-1-ene-1,2,3-tricarboxylate
• RefChem:183330
• (E)-19-(4-methyl-2,5-dioxofuran-3-yl)nonadec-2-ene-1,2,3-tricarboxylic acid
• CHEBI:206925
• (E)-19-(4-methyl-2,5-dioxouran-3-yl)nonadec-2-ene-1,2,3-tricarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9357	93.57%
Caco-2	-	0.8147	81.47%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.6782	67.82%
P-glycoprotein inhibitior	-	0.4310	43.10%
P-glycoprotein substrate	-	0.8133	81.33%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	+	0.6189	61.89%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.8110	81.10%
CYP2C8 inhibition	-	0.8455	84.55%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9253	92.53%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.5770	57.70%
Skin irritation	-	0.5245	52.45%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3794	37.94%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.5951	59.51%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	+	0.5954	59.54%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.6065	60.65%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.6545	65.45%
Honey bee toxicity	-	0.9825	98.25%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9706	97.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.91%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.44%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.36%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.02%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.31%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682760
• LOTUS: LTS0238999
• wikiData: Q105273766