(5Z,8Z,11Z,13E,15S,17Z)-15-hydroxy-1-(2,4,6-trihydroxyphenyl)icosa-5,8,11,13,17-pentaen-1-one

Details

• Internal ID: 04b0fb49-f45f-4225-bc04-fc34f3536ae0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (5Z,8Z,11Z,13E,15S,17Z)-15-hydroxy-1-(2,4,6-trihydroxyphenyl)icosa-5,8,11,13,17-pentaen-1-one
• SMILES (Canonical): CCC=CCC(C=CC=CCC=CCC=CCCCC(=O)C1=C(C=C(C=C1O)O)O)O
• SMILES (Isomeric): CC/C=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)C1=C(C=C(C=C1O)O)O)O
• InChI: InChI=1S/C26H34O5/c1-2-3-13-16-21(27)17-14-11-9-7-5-4-6-8-10-12-15-18-23(29)26-24(30)19-22(28)20-25(26)31/h3-5,8-11,13-14,17,19-21,27-28,30-31H,2,6-7,12,15-16,18H2,1H3/b5-4-,10-8-,11-9-,13-3-,17-14+/t21-/m0/s1
• InChI Key: UDCSJICRFCCATA-FHCKYKOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₅
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.24062418 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	-	0.7964	79.64%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8802	88.02%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.6956	69.56%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.8073	80.73%
P-glycoprotein inhibitior	+	0.7207	72.07%
P-glycoprotein substrate	-	0.7428	74.28%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	+	0.7651	76.51%
CYP2C9 inhibition	-	0.6310	63.10%
CYP2C19 inhibition	-	0.5147	51.47%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	-	0.5095	50.95%
CYP2C8 inhibition	+	0.4554	45.54%
CYP inhibitory promiscuity	-	0.5159	51.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.9198	91.98%
Skin irritation	+	0.5159	51.59%
Skin corrosion	-	0.9021	90.21%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.6449	64.49%
skin sensitisation	+	0.6616	66.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6257	62.57%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8445	84.45%
Acute Oral Toxicity (c)	III	0.7470	74.70%
Estrogen receptor binding	+	0.8747	87.47%
Androgen receptor binding	+	0.6296	62.96%
Thyroid receptor binding	-	0.5500	55.00%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.46%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.38%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.54%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.97%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23426752
• LOTUS: LTS0039608
• wikiData: Q105270300