(6Z,9Z,12Z)-6,9,12,15-Hexadecatetraenoic acid

Details

• Internal ID: 52058ca3-4135-4ff7-a129-42a15274677e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (6Z,9Z,12Z)-hexadeca-6,9,12,15-tetraenoic acid
• SMILES (Canonical): C=CCC=CCC=CCC=CCCCCC(=O)O
• SMILES (Isomeric): C=CC/C=C\C/C=C\C/C=C\CCCCC(=O)O
• InChI: InChI=1S/C16H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2,4-5,7-8,10-11H,1,3,6,9,12-15H2,(H,17,18)/b5-4-,8-7-,11-10-
• InChI Key: OKBAWLHHZWRDBE-YSTUJMKBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• 8QS6D3ZP66
• 86995-95-1
• UNII-8QS6D3ZP66
• 6Z,9Z,12Z,15Z-hexadecatetraenoic acid
• 6,9,12,15-Hexadecatetraenoic acid, (Z,Z,Z)-
• 6,9,12,15-Hexadecatetraenoic acid, (6Z,9Z,12Z)-
• 16:4(6Z,9Z,12Z,15Z)
• (6Z,9Z,12Z)-HEXADECA-6,9,12,15-TETRAENOIC ACID
• C16:4n-1,4,7,10
• CHEMBL475064
• SCHEMBL12000570
• CHEBI:137800
• LMFA01030870
• 74838-22-5
• (6Z,9Z,12Z,15Z)-hexadecatetraenoic acid
• Q27270908

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	-	0.5467	54.67%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Plasma membrane	0.4568	45.68%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	-	0.3530	35.30%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6182	61.82%
P-glycoprotein inhibitior	-	0.8943	89.43%
P-glycoprotein substrate	-	0.9806	98.06%
CYP3A4 substrate	-	0.6520	65.20%
CYP2C9 substrate	+	0.6200	62.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.9391	93.91%
CYP2C9 inhibition	-	0.8440	84.40%
CYP2C19 inhibition	-	0.9539	95.39%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.5832	58.32%
CYP2C8 inhibition	-	0.9294	92.94%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6535	65.35%
Carcinogenicity (trinary)	Non-required	0.6869	68.69%
Eye corrosion	+	0.9759	97.59%
Eye irritation	+	0.7139	71.39%
Skin irritation	+	0.7470	74.70%
Skin corrosion	-	0.7110	71.10%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6466	64.66%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.8537	85.37%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.8994	89.94%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7478	74.78%
Acute Oral Toxicity (c)	III	0.7880	78.80%
Estrogen receptor binding	+	0.5609	56.09%
Androgen receptor binding	-	0.9192	91.92%
Thyroid receptor binding	-	0.5725	57.25%
Glucocorticoid receptor binding	-	0.5805	58.05%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	+	0.8637	86.37%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8295	82.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.76%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	88.93%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.90%	91.11%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 11957734
• NPASS: NPC207292