9,10,11-Trihydroxyoctadeca-12,15-dienoic acid

Details

• Internal ID: 89ee10c1-5fb2-40c2-8b66-8282d8943372
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: 9,10,11-trihydroxyoctadeca-12,15-dienoic acid
• SMILES (Canonical): CCC=CCC=CC(C(C(CCCCCCCC(=O)O)O)O)O
• SMILES (Isomeric): CCC=CCC=CC(C(C(CCCCCCCC(=O)O)O)O)O
• InChI: InChI=1S/C18H32O5/c1-2-3-4-6-9-12-15(19)18(23)16(20)13-10-7-5-8-11-14-17(21)22/h3-4,9,12,15-16,18-20,23H,2,5-8,10-11,13-14H2,1H3,(H,21,22)
• InChI Key: KFINXCASWPGHEW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• 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	+	0.7050	70.50%
Caco-2	-	0.7612	76.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7385	73.85%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.7829	78.29%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.5453	54.53%
P-glycoprotein inhibitior	-	0.8476	84.76%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	+	0.6040	60.40%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8920	89.20%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.6920	69.20%
CYP2C8 inhibition	-	0.9218	92.18%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8520	85.20%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9445	94.45%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.6695	66.95%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4490	44.90%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6074	60.74%
skin sensitisation	-	0.7928	79.28%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.7579	75.79%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	IV	0.5837	58.37%
Estrogen receptor binding	+	0.7657	76.57%
Androgen receptor binding	-	0.8466	84.66%
Thyroid receptor binding	-	0.6062	60.62%
Glucocorticoid receptor binding	-	0.6497	64.97%
Aromatase binding	-	0.6449	64.49%
PPAR gamma	+	0.6966	69.66%
Honey bee toxicity	-	0.9720	97.20%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7602	76.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.82%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	94.82%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.24%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.39%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.80%	90.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.01%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.06%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.26%	100.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	82.46%	92.26%
CHEMBL1781	P11387	DNA topoisomerase I	81.99%	97.00%

Plants that contains it

• Capsicum annuum
• Dracontium spruceanum

Cross-Links

• PubChem: 73229366
• LOTUS: LTS0005507
• wikiData: Q105140396