5,7-Dihydroxytricosa-4,7,10,12-tetraene-3,6,9-trione

Details

• Internal ID: db350e7e-864f-4a2a-93e6-bde195248456
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Alpha-branched alpha,beta-unsaturated ketones
• IUPAC Name: 5,7-dihydroxytricosa-4,7,10,12-tetraene-3,6,9-trione
• SMILES (Canonical): CCCCCCCCCCC=CC=CC(=O)C=C(C(=O)C(=CC(=O)CC)O)O
• SMILES (Isomeric): CCCCCCCCCCC=CC=CC(=O)C=C(C(=O)C(=CC(=O)CC)O)O
• InChI: InChI=1S/C23H34O5/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-20(25)18-22(27)23(28)21(26)17-19(24)4-2/h13-18,26-27H,3-12H2,1-2H3
• InChI Key: VSUGZDDLYRRKMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.24062418 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8479	84.79%
Caco-2	-	0.6543	65.43%
Blood Brain Barrier	+	0.5729	57.29%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8652	86.52%
BSEP inhibitior	+	0.6137	61.37%
P-glycoprotein inhibitior	-	0.4334	43.34%
P-glycoprotein substrate	-	0.8430	84.30%
CYP3A4 substrate	-	0.5324	53.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	-	0.8473	84.73%
CYP2C19 inhibition	-	0.8454	84.54%
CYP2D6 inhibition	-	0.8226	82.26%
CYP1A2 inhibition	-	0.6502	65.02%
CYP2C8 inhibition	-	0.5956	59.56%
CYP inhibitory promiscuity	-	0.8080	80.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.7158	71.58%
Eye corrosion	-	0.8999	89.99%
Eye irritation	-	0.7677	76.77%
Skin irritation	-	0.6688	66.88%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7799	77.99%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5124	51.24%
skin sensitisation	-	0.7433	74.33%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.8590	85.90%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6476	64.76%
Acute Oral Toxicity (c)	III	0.5637	56.37%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7800	78.00%
Thyroid receptor binding	-	0.5921	59.21%
Glucocorticoid receptor binding	+	0.5825	58.25%
Aromatase binding	-	0.5977	59.77%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.9778	97.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.8150	81.50%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.18%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.30%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.45%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.91%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	88.77%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.26%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.66%	93.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.53%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.22%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	80.00%	97.00%

Plants that contains it

• Kalanchoe pinnata

Cross-Links

• PubChem: 162915412
• LOTUS: LTS0255393
• wikiData: Q105292521