Esculentin

Basic Info

FADB-China IDC0238
Substance NameCoumarins
Substance Chinese Name香豆素类
Molecular NameEsculentin
Molecular Chinese Name七叶内酯
2D StructureNo image
CAS Number131889-89-9
PubChem CID188404
FormulaC42H68O17
IUPAC Name1-[3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,11,12,14,16-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,17-decahydrocyclopenta[a]phenanthren-16-yl]ethanone
InChI KeyDPMVYTYRMGJDQQ-UHFFFAOYSA-N
InChIInChI=1S/C42H68O17/c1-19-29(44)34(53-9)30(45)37(56-19)59-33-21(3)55-28(16-26(33)52-8)58-32-20(2)54-27(15-25(32)51-7)57-24-11-12-38(5)23(14-24)10-13-41(49)35(38)31(46)36(47)39(6)17-40(48,22(4)43)18-42(39,41)50/h10,19-21,24-37,44-50H,11-18H2,1-9H3
Canonical SMILES

CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6C(C(C7(CC(CC7(C6(CC=C5C4)O)O)(C(=O)C)O)C)O)O)C)C)C)O)OC)O

Isomeric SMILES

CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6C(C(C7(CC(CC7(C6(CC=C5C4)O)O)(C(=O)C)O)C)O)O)C)C)C)O)OC)O

CFM-ID 3.0URL Link
Related linksProcessing, Dining
Addition PurposesImprove flavor
Molecular Synonyms
        
            Esculentin Steroid
        
            AC1L4MQG
        
            AC1Q5CDV
        
            131889-89-9
        
            A809397
        
            1-[3-[4-methoxy-5-[4-methoxy-5-[4-methoxy-6-methyl-3,5-bis(oxidanyl)oxan-2-yl]oxy-6-methyl-oxan-2-yl]oxy-6-methyl-oxan-2-yl]oxy-10,13-dimethyl-8,11,12,14,16-pentakis(oxidanyl)-1,2,3,4,7,9,11,12,15,17-decahydrocyclopenta[a]phenanthren-16-yl]ethanone
        
            1-[3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,11,12,14,16-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,17-decahydrocyclopenta[a]phenanthren-16-yl]ethanone
        
            16-acetyl-8,11,12,14,16-pentahydroxyandrost-5-en-3-yl 6-deoxy-3-o-methylhexopyranosyl-(1-
        
            Pregn-5-en-20-one, 3-((O-6-deoxy-3-O-methyl-beta-D-glucopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl)oxy)-8,11,12,14,17-pentahydroxy-, (3beta,11alpha,12beta,14beta,17alpha)-
        
            1-[3-[[5-[[5-[(3,5-dihydroxy-4-methoxy-6-methyl-2-oxanyl)oxy]-4-methoxy-6-methyl-2-oxanyl]oxy]-4-methoxy-6-methyl-2-oxanyl]oxy]-8,11,12,14,16-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,17-decahydrocyclopenta[a]phenanthren-16-yl]ethanone
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight845
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count17
Rotatable Bond Count10
Complexity1570
Monoisotopic Mass844.44565073
Exact Mass844.44565073
XLogP-1.1
Formal Charge0
Heavy Atom Count59
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count22
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.5306
Human Intestinal AbsorptionHIA+0.6796
Caco-2 PermeabilityCaco2-0.8237
P-glycoprotein SubstrateSubstrate0.8611
P-glycoprotein InhibitorInhibitor0.5223
Non-inhibitor0.7916
Renal Organic Cation TransporterNon-inhibitor0.8686
Distribution
Subcellular localizationMitochondria0.7157
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8711
CYP450 2D6 SubstrateNon-substrate0.8950
CYP450 3A4 SubstrateSubstrate0.7422
CYP450 1A2 InhibitorNon-inhibitor0.8776
CYP450 2C9 InhibitorNon-inhibitor0.9159
CYP450 2D6 InhibitorNon-inhibitor0.9398
CYP450 2C19 InhibitorNon-inhibitor0.9182
CYP450 3A4 InhibitorNon-inhibitor0.9305
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9593
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9727
Non-inhibitor0.5849
AMES ToxicityNon AMES toxic0.9126
CarcinogensNon-carcinogens0.9750
Fish ToxicityHigh FHMT0.9589
Tetrahymena Pyriformis ToxicityHigh TPT0.9969
Honey Bee ToxicityHigh HBT0.8476
BiodegradationNot ready biodegradable0.9503
Acute Oral ToxicityII0.3964
Carcinogenicity (Three-class)Non-required0.5541

ADMET -- Regression

Model Value Unit
Aqueous solubility-4.5843LogS
Caco-2 Permeability0.2197LogPapp, cm/s
Rat Acute Toxicity3.0490LD50, mol/kg
Fish Toxicity0.9594pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9973pIGC50, ug/L

Related Foods

FADB-China ID F0092
Food Image No Pictures
Food Name Drinks
Food Chinese Name 饮料
Food Type Processed food
References None

References

TitleDOI/PubMed/ISSN