(2S)-4-[7-[(2R,5S)-5-[(4S,7R)-7-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-1,3-dioxepan-4-yl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: 5c84336f-903f-44ae-bd07-d95bf036a56d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-4-[7-[(2R,5S)-5-[(4S,7R)-7-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-1,3-dioxepan-4-yl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCC(C1CCC(O1)C2CCC(OCO2)C3CCC(O3)CCCCCCCC4=CC(OC4=O)C)O
• SMILES (Isomeric): CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@H](OCO2)[C@@H]3CC[C@H](O3)CCCCCCCC4=C[C@@H](OC4=O)C)O
• InChI: InChI=1S/C38H66O7/c1-3-4-5-6-7-8-9-10-14-17-20-32(39)33-23-26-37(45-33)35-25-24-34(41-28-42-35)36-22-21-31(44-36)19-16-13-11-12-15-18-30-27-29(2)43-38(30)40/h27,29,31-37,39H,3-26,28H2,1-2H3/t29-,31+,32+,33+,34-,35+,36-,37+/m0/s1
• InChI Key: FJNAHVKQVREHDF-VUODRKSTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₆O₇
• Molecular Weight: 634.90 g/mol
• Exact Mass: 634.48085444 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 10.60
• Atomic LogP (AlogP): 8.88
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	-	0.8074	80.74%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8421	84.21%
P-glycoprotein inhibitior	+	0.6589	65.89%
P-glycoprotein substrate	+	0.5486	54.86%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.5064	50.64%
CYP2C9 inhibition	-	0.8163	81.63%
CYP2C19 inhibition	-	0.7437	74.37%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	-	0.7460	74.60%
CYP2C8 inhibition	+	0.5230	52.30%
CYP inhibitory promiscuity	-	0.8181	81.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8866	88.66%
Skin irritation	-	0.6291	62.91%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7374	73.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.5233	52.33%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5522	55.22%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8186	81.86%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	+	0.5885	58.85%
Thyroid receptor binding	-	0.6430	64.30%
Glucocorticoid receptor binding	-	0.6385	63.85%
Aromatase binding	+	0.5294	52.94%
PPAR gamma	-	0.5798	57.98%
Honey bee toxicity	-	0.8898	88.98%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.37%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.46%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.16%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.48%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.27%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.96%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.23%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.86%	97.29%
CHEMBL230	P35354	Cyclooxygenase-2	84.02%	89.63%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.09%	96.61%
CHEMBL4581	P52732	Kinesin-like protein 1	83.04%	93.18%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.07%	96.25%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.94%	80.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.62%	96.47%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.57%	90.24%
CHEMBL1907	P15144	Aminopeptidase N	81.21%	93.31%
CHEMBL2996	Q05655	Protein kinase C delta	80.42%	97.79%

Plants that contains it

• Goniothalamus giganteus

Cross-Links

• PubChem: 10627838
• LOTUS: LTS0027626
• wikiData: Q104996225