(2S)-4-[(2S)-2-hydroxy-7-[(2R,5S)-5-[(1R,4S,5R,6S)-1,4,5,6-tetrahydroxynonadecyl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: c79227f0-78c5-4913-84ba-a97e01cd33a8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-4-[(2S)-2-hydroxy-7-[(2R,5S)-5-[(1R,4S,5R,6S)-1,4,5,6-tetrahydroxynonadecyl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCCC(C(C(CCC(C1CCC(O1)CCCCCC(CC2=CC(OC2=O)C)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCC[C@@H]([C@H]([C@H](CC[C@H]([C@@H]1CC[C@H](O1)CCCCC[C@@H](CC2=C[C@@H](OC2=O)C)O)O)O)O)O
• InChI: InChI=1S/C35H64O8/c1-3-4-5-6-7-8-9-10-11-12-16-19-31(38)34(40)32(39)22-21-30(37)33-23-20-29(43-33)18-15-13-14-17-28(36)25-27-24-26(2)42-35(27)41/h24,26,28-34,36-40H,3-23,25H2,1-2H3/t26-,28-,29+,30+,31-,32-,33-,34+/m0/s1
• InChI Key: FGCDKPLSSBIFSL-QUWMOZAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₄O₈
• Molecular Weight: 612.90 g/mol
• Exact Mass: 612.46011900 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8578	85.78%
Caco-2	-	0.8545	85.45%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6761	67.61%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5963	59.63%
P-glycoprotein inhibitior	+	0.5997	59.97%
P-glycoprotein substrate	+	0.5217	52.17%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.6416	64.16%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.5289	52.89%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7984	79.84%
CYP2C8 inhibition	-	0.6460	64.60%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8810	88.10%
Skin irritation	-	0.5474	54.74%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.7639	76.39%
Human Ether-a-go-go-Related Gene inhibition	-	0.4012	40.12%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.8380	83.80%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7809	78.09%
Acute Oral Toxicity (c)	III	0.4067	40.67%
Estrogen receptor binding	+	0.7385	73.85%
Androgen receptor binding	+	0.5475	54.75%
Thyroid receptor binding	-	0.6397	63.97%
Glucocorticoid receptor binding	-	0.5993	59.93%
Aromatase binding	+	0.5445	54.45%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6203	62.03%
Fish aquatic toxicity	+	0.9658	96.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.03%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.72%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.63%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.69%	85.94%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.83%	90.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.67%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.04%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.03%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.00%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	83.90%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.35%	93.18%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.26%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.78%	90.71%
CHEMBL230	P35354	Cyclooxygenase-2	80.45%	89.63%
CHEMBL4040	P28482	MAP kinase ERK2	80.27%	83.82%

Plants that contains it

• Annona muricata

Cross-Links

• PubChem: 154497044
• LOTUS: LTS0179343
• wikiData: Q104994805