13(S)-Hpode

Details

• Internal ID: 65ce93d9-ac3e-4039-9261-f3e0f414f2ad
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
• InChI: InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/b9-7-,15-12+/t17-/m0/s1
• InChI Key: JDSRHVWSAMTSSN-IRQZEAMPSA-N
• Popularity: 62 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• 33964-75-9
• 13-Hpode
• 13(S)-Hydroperoxylinoleic acid
• (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
• HPODE
• 13S-Hydroperoxy-9Z,11E-octadecadienoic acid
• 13S-HpODE
• 13(S)-Hydroperoxy-9Z,11E-octadecadienoic acid
• KJ4LKU42W8
• 13-L-Hydroperoxy-9-cis,11-trans-octadecadienoic acid
• 13-L-Hydroperoxy-cis-9,trans-11-octadecadienoic acid
• 13-L-Hydroperoxylinoleic acid
• (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid
• CHEBI:15655
• Linoleic acid 13(S)-hydroperoxide
• (13S,9Z,11E)-13-Hydroperoxy-9,11-octadecadienoic acid
• (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoate
• 13(S)-HYDROPEROXY-9(Z),11(E)-OCTADECADIENOIC ACID
• 9,11-octadecadienoic acid, 13-hydroperoxy-, (9Z,11E,13S)-
• (9z,11e,13s)-13-hydroperoxy-9,11-octadecadienoic acid
• 13-Hydroperoxy-9,11-octadecadienoic acid, (9Z,11E,13S)-
• UNII-KJ4LKU42W8
• BSPBio_001327
• BML2-D10
• SCHEMBL1506751
• CHEMBL1229641
• JDSRHVWSAMTSSN-IRQZEAMPSA-N
• DTXSID601318226
• HMS1361C09
• HMS1791C09
• HMS1989C09
• HMS3402C09
• LMFA02000034
• Linoleic acid, 13-hydroperoxy-, L-
• AKOS040755795
• IDI1_033797
• NCGC00161322-01
• NCGC00161322-02
• NCGC00161322-03
• 13S-hydroperoxy-9Z,11e-octadecadienoate
• PD020931
• 13(s)-hydroperoxy-9Z,11e-octadecadienoate
• HY-110406
• CS-0042421
• C04717
• 13-l-hydroperoxy-9-cis,11-trans-octadecadienoate
• 13-l-hydroperoxy-cis-9,trans-11-octadecadienoate
• SR-01000946961
• SR-01000946961-1
• (13S,9z,11e)-13-hydroperoxy-9,11-octadecadienoate
• Q27098169
• 9,11-Octadecadienoic acid, 13-hydroperoxy-, [S-(E,Z)]-
• 9,11-Octadecadienoic acid, 13-hydroperoxy-, (E,Z)-L- (8CI)
• 9,11-Octadecadienoic acid, 13-hydroperoxy-, (9Z,11E,13S)- (9CI)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	+	0.5368	53.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6706	67.06%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6509	65.09%
P-glycoprotein inhibitior	-	0.7771	77.71%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8849	88.49%
CYP2C9 inhibition	-	0.8787	87.87%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.5696	56.96%
CYP2C8 inhibition	-	0.7735	77.35%
CYP inhibitory promiscuity	-	0.8611	86.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6335	63.35%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.7212	72.12%
Eye irritation	-	0.6898	68.98%
Skin irritation	-	0.6699	66.99%
Skin corrosion	-	0.7404	74.04%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6714	67.14%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	-	0.5634	56.34%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.8806	88.06%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	IV	0.4812	48.12%
Estrogen receptor binding	+	0.6439	64.39%
Androgen receptor binding	-	0.6583	65.83%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	-	0.6414	64.14%
Aromatase binding	-	0.6858	68.58%
PPAR gamma	+	0.8298	82.98%
Honey bee toxicity	-	0.9444	94.44%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.8500	85.00%
Fish aquatic toxicity	+	0.9742	97.42%

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	98.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.33%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.94%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	91.03%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.25%	97.29%
CHEMBL1781	P11387	DNA topoisomerase I	88.64%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.34%	90.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.23%	96.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	88.21%	92.26%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.85%	85.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.44%	91.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.01%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.28%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.20%	92.32%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.11%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.39%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.32%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.21%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL236	P41143	Delta opioid receptor	81.39%	99.35%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5280720
• LOTUS: LTS0214857
• wikiData: Q27098169