(2S,3R,4S)-3-hydroxy-4-[(2S,5R,7S,8R)-7-hydroxy-2-[(5S)-5-[(3S)-5-[(3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methylpentanoic acid

Details

• Internal ID: 2643c824-27a5-4785-a63d-0c0a2ad2d232
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: (2S,3R,4S)-3-hydroxy-4-[(2S,5R,7S,8R)-7-hydroxy-2-[(5S)-5-[(3S)-5-[(3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methylpentanoic acid
• SMILES (Canonical): CC1CC(C(OC1C2CC(C(O2)C3(CCC(O3)C4(CCC5(O4)CC(C(C(O5)C(C)C(C(C)C(=O)O)O)C)O)C)C)C)(CO)O)C
• SMILES (Isomeric): C[C@H]1C[C@H]([C@@](OC1C2C[C@@H](C(O2)[C@@]3(CCC(O3)[C@@]4(CC[C@@]5(O4)C[C@@H]([C@H](C(O5)[C@@H](C)[C@H]([C@H](C)C(=O)O)O)C)O)C)C)C)(CO)O)C
• InChI: InChI=1S/C34H58O11/c1-17-13-19(3)34(40,16-35)44-27(17)24-14-18(2)29(41-24)32(8)10-9-25(42-32)31(7)11-12-33(45-31)15-23(36)20(4)28(43-33)21(5)26(37)22(6)30(38)39/h17-29,35-37,40H,9-16H2,1-8H3,(H,38,39)/t17-,18-,19+,20+,21-,22-,23-,24?,25?,26+,27?,28?,29?,31-,32-,33+,34-/m0/s1
• InChI Key: WUMCYULFRTXIOQ-ORFQDBQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₈O₁₁
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.39791266 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6038	60.38%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7789	77.89%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6978	69.78%
P-glycoprotein inhibitior	+	0.8716	87.16%
P-glycoprotein substrate	+	0.7454	74.54%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	0.5951	59.51%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.8863	88.63%
CYP2C9 inhibition	-	0.9209	92.09%
CYP2C19 inhibition	-	0.9412	94.12%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.9372	93.72%
CYP2C8 inhibition	+	0.5230	52.30%
CYP inhibitory promiscuity	-	0.9784	97.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6533	65.33%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.5989	59.89%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4250	42.50%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7954	79.54%
Acute Oral Toxicity (c)	I	0.5257	52.57%
Estrogen receptor binding	+	0.5933	59.33%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	-	0.6119	61.19%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	+	0.7039	70.39%
PPAR gamma	+	0.6629	66.29%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8481	84.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.05%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.86%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.91%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	90.40%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL204	P00734	Thrombin	88.86%	96.01%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.11%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.20%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	86.11%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.21%	93.04%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.65%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.45%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.71%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.09%	92.32%
CHEMBL2514	O95665	Neurotensin receptor 2	83.05%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.88%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.86%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.29%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.27%	96.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.17%	91.11%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.94%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.57%	95.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.50%	96.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843538
• LOTUS: LTS0113752
• wikiData: Q105313141