Pescaprein XXIX

Details

• Internal ID: 866c418c-51e8-4200-b0bd-4ca0d24ad644
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S)-2-methylbutanoyl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-6-methyl-2-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25R,26S)-7,25,26-trihydroxy-5,24-dimethyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hexanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(C(OC2OC3C(C(C(OC3O1)C)O)O)C)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)OC(=O)C(C)CC)OC(=O)C=CC6=CC=CC=C6)O)OC7C(C(C(C(O7)C)O)O)O)OC(=O)CCCCC)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2O[C@@H]3[C@H]([C@H]([C@H](O[C@H]3O1)C)O)O)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC(=O)[C@@H](C)CC)OC(=O)/C=C/C6=CC=CC=C6)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)OC(=O)CCCCC)O
• InChI: InChI=1S/C66H104O25/c1-10-13-21-29-42-30-25-18-16-15-17-19-26-32-43(67)85-58-51(75)53(38(7)81-65(58)90-57-49(73)47(71)37(6)79-64(57)83-42)88-66-60(86-44(68)31-22-14-11-2)59(91-62-50(74)48(72)46(70)36(5)78-62)55(40(9)82-66)89-63-52(76)56(54(39(8)80-63)87-61(77)35(4)12-3)84-45(69)34-33-41-27-23-20-24-28-41/h20,23-24,27-28,33-40,42,46-60,62-66,70-76H,10-19,21-22,25-26,29-32H2,1-9H3/b34-33+/t35-,36-,37+,38-,39-,40-,42-,46-,47-,48+,49-,50+,51+,52+,53-,54-,55-,56-,57+,58+,59+,60+,62-,63-,64-,65-,66-/m0/s1
• InChI Key: JHRFBVHYLIIXNN-HFMLOWEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₄O₂₅
• Molecular Weight: 1297.50 g/mol
• Exact Mass: 1296.68666880 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 5.25
• H-Bond Acceptor: 25
• H-Bond Donor: 7
• Rotatable Bonds: 21

Synonyms

• CHEBI:67859
• CHEMBL1773745
• Q27136336

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6722	67.22%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5603	56.03%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.8014	80.14%
OATP1B3 inhibitior	-	0.2727	27.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9867	98.67%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.7472	74.72%
CYP3A4 substrate	+	0.7207	72.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	-	0.5504	55.04%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.7961	79.61%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.8120	81.20%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7089	70.89%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7077	70.77%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7550	75.50%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9640	96.40%
Acute Oral Toxicity (c)	III	0.5765	57.65%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.7622	76.22%
Aromatase binding	+	0.5376	53.76%
PPAR gamma	+	0.8042	80.42%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5850	58.50%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.01%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.42%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.85%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.74%	83.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.15%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.62%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.79%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.76%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.78%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.73%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.46%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.79%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.77%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.56%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.43%	93.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.26%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.65%	94.08%
CHEMBL3524	P56524	Histone deacetylase 4	80.53%	92.97%

Plants that contains it

• Ipomoea pes-caprae

Cross-Links

• PubChem: 52952633
• LOTUS: LTS0172046
• wikiData: Q27136336