(9R,10S,12R,13S)-9,10,12,13,18-pentahydroxyoctadecanoic acid

Details

• Internal ID: 48e14957-3c63-4cfd-8299-fe52b05e8e8b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (9R,10S,12R,13S)-9,10,12,13,18-pentahydroxyoctadecanoic acid
• SMILES (Canonical): C(CCCC(C(CC(C(CCCCCO)O)O)O)O)CCCC(=O)O
• SMILES (Isomeric): C(CCC[C@H]([C@H](C[C@H]([C@H](CCCCCO)O)O)O)O)CCCC(=O)O
• InChI: InChI=1S/C18H36O7/c19-12-8-4-6-10-15(21)17(23)13-16(22)14(20)9-5-2-1-3-7-11-18(24)25/h14-17,19-23H,1-13H2,(H,24,25)/t14-,15+,16+,17-/m1/s1
• InChI Key: NXXWABNFHWFQKC-LTIDMASMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₆O₇
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.24610348 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5549	55.49%
Caco-2	-	0.8946	89.46%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8282	82.82%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8338	83.38%
P-glycoprotein inhibitior	-	0.8349	83.49%
P-glycoprotein substrate	-	0.9264	92.64%
CYP3A4 substrate	-	0.6065	60.65%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.9456	94.56%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.9231	92.31%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	-	0.9751	97.51%
CYP inhibitory promiscuity	-	0.9798	97.98%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7884	78.84%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.7684	76.84%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4469	44.69%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6490	64.90%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6368	63.68%
Acute Oral Toxicity (c)	IV	0.6497	64.97%
Estrogen receptor binding	-	0.5905	59.05%
Androgen receptor binding	-	0.6078	60.78%
Thyroid receptor binding	-	0.5472	54.72%
Glucocorticoid receptor binding	-	0.5537	55.37%
Aromatase binding	-	0.6273	62.73%
PPAR gamma	-	0.5825	58.25%
Honey bee toxicity	-	0.9511	95.11%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8069	80.69%
Fish aquatic toxicity	-	0.7838	78.38%

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	94.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.37%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	93.45%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	89.54%	92.26%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.99%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.86%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.56%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.69%	93.56%

Plants that contains it

• Rosmarinus officinalis

Cross-Links

• PubChem: 162989629
• LOTUS: LTS0245912
• wikiData: Q105187367