Ricinoleic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	5e9ef042-575b-4787-a172-2067bbdcef79
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name	(Z,12R)-12-hydroxyoctadec-9-enoic acid
SMILES (Canonical)	CCCCCCC(CC=CCCCCCCCC(=O)O)O
SMILES (Isomeric)	CCCCCC[C@H](C/C=C\CCCCCCCC(=O)O)O
InChI	InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1
InChI Key	WBHHMMIMDMUBKC-QJWNTBNXSA-N
Popularity	2,162 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₈H₃₄O₃
Molecular Weight	298.50 g/mol
Exact Mass	298.25079494 g/mol
Topological Polar Surface Area (TPSA)	57.50 Å²
XlogP	5.70
Atomic LogP (AlogP)	5.08
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	15

Synonyms

Top

Ricinolic acid

141-22-0

Ricinic acid

(9Z,12R)-12-hydroxyoctadec-9-enoic acid

D-12-Hydroxyoleic acid

Kyselina ricinolova

12-Hydroxy-cis-9-octadecenoic acid

l'acide ricinoleique

Acide ricinoleique

Oleic acid, 12-hydroxy-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.5488	54.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6237	62.37%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.7580	75.80%
OATP1B3 inhibitior	+	0.8328	83.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7021	70.21%
P-glycoprotein inhibitior	-	0.8335	83.35%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	+	0.6045	60.45%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.9015	90.15%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.9359	93.59%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	+	0.7040	70.40%
CYP2C8 inhibition	-	0.9146	91.46%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7735	77.35%
Carcinogenicity (trinary)	Non-required	0.7187	71.87%
Eye corrosion	+	0.5094	50.94%
Eye irritation	+	0.7884	78.84%
Skin irritation	+	0.5342	53.42%
Skin corrosion	-	0.6600	66.00%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6521	65.21%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	+	0.5799	57.99%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.8217	82.17%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	IV	0.6309	63.09%
Estrogen receptor binding	-	0.4751	47.51%
Androgen receptor binding	-	0.7658	76.58%
Thyroid receptor binding	+	0.5976	59.76%
Glucocorticoid receptor binding	-	0.8017	80.17%
Aromatase binding	-	0.8344	83.44%
PPAR gamma	+	0.9144	91.44%
Honey bee toxicity	-	0.9880	98.80%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.45%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.44%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.09%	97.29%
CHEMBL230	P35354	Cyclooxygenase-2	93.20%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	92.57%	97.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.93%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.96%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	87.70%	96.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	87.17%	92.26%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	85.64%	97.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.25%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.12%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.93%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.80%	96.47%
CHEMBL1907	P15144	Aminopeptidase N	83.70%	93.31%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.62%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Cephalocroton cordofanus

Cordia sinensis

Crotalaria pallida var. obovata

Crotalaria retusa

Jatropha gossypiifolia

Paysonia densipila

Platycodon grandiflorus

Ricinus communis