(2S)-2-methyl-4-[9-[(2R,5R)-5-[(1R,4S,5R,8S,9R)-1,4,5,8,9-pentahydroxynonadecyl]oxolan-2-yl]nonyl]-2H-furan-5-one

Details

• Internal ID: 4e9189e5-6f0b-4dbd-b585-bec6b2399e27
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-2-methyl-4-[9-[(2R,5R)-5-[(1R,4S,5R,8S,9R)-1,4,5,8,9-pentahydroxynonadecyl]oxolan-2-yl]nonyl]-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCC(C(CCC(C(CCC(C1CCC(O1)CCCCCCCCCC2=CC(OC2=O)C)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCC[C@H]([C@H](CC[C@H]([C@H](CC[C@H]([C@H]1CC[C@H](O1)CCCCCCCCCC2=C[C@@H](OC2=O)C)O)O)O)O)O
• InChI: InChI=1S/C37H68O8/c1-3-4-5-6-7-11-14-17-20-31(38)32(39)22-23-33(40)34(41)24-25-35(42)36-26-21-30(45-36)19-16-13-10-8-9-12-15-18-29-27-28(2)44-37(29)43/h27-28,30-36,38-42H,3-26H2,1-2H3/t28-,30+,31+,32-,33+,34-,35+,36+/m0/s1
• InChI Key: OICKTCBVAYOJGE-QMSPDADRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₈O₈
• Molecular Weight: 640.90 g/mol
• Exact Mass: 640.49141912 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9439	94.39%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	+	0.5605	56.05%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5569	55.69%
P-glycoprotein inhibitior	+	0.5982	59.82%
P-glycoprotein substrate	-	0.5236	52.36%
CYP3A4 substrate	+	0.6440	64.40%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.6259	62.59%
CYP2C9 inhibition	-	0.8552	85.52%
CYP2C19 inhibition	-	0.6226	62.26%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.7599	75.99%
CYP2C8 inhibition	-	0.6678	66.78%
CYP inhibitory promiscuity	-	0.9099	90.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8779	87.79%
Skin irritation	-	0.5565	55.65%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.7220	72.20%
Human Ether-a-go-go-Related Gene inhibition	-	0.4792	47.92%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5647	56.47%
skin sensitisation	-	0.8075	80.75%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6754	67.54%
Acute Oral Toxicity (c)	III	0.4523	45.23%
Estrogen receptor binding	+	0.6917	69.17%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7021	70.21%
Glucocorticoid receptor binding	-	0.5849	58.49%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	-	0.5569	55.69%
Honey bee toxicity	-	0.9237	92.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9751	97.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.72%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.53%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.59%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.99%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.55%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	88.11%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.24%	90.71%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.04%	90.24%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.10%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.03%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.71%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.99%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.27%	92.86%
CHEMBL1907	P15144	Aminopeptidase N	81.10%	93.31%
CHEMBL230	P35354	Cyclooxygenase-2	80.53%	89.63%
CHEMBL4581	P52732	Kinesin-like protein 1	80.28%	93.18%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 162938367
• LOTUS: LTS0064409
• wikiData: Q105192440