Identification

PhytoHub ID
PHUB000005
Name
Atractyloside
Synonyms
Not Available
CAS Number
Not Available
Average Mass
724.79
Monoisotopic Mass
724.208174845
Chemical Formula
C30H44O16S2
IUPAC Name
(2R,3R,4R,5R,6R)-2-{[(1R,4R,5R,7R,9R,10S,13R,15S)-5-carboxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-7-yl]oxy}-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-5-(sulfonatooxy)oxan-4-yl sulfate
InChI Key
FYQXODZRNSCOTR-QLKRWLHJSA-L
InChI Identifier
InChI=1S/C30H46O16S2/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41)/p-2/t16-,17-,18-,19-,20-,21+,23-,24+,25-,26+,28-,29-,30-/m1/s1
SMILES
[H][C@]12C[C@@]3(CC[C@]4([H])[C@@H](C[C@H](C[C@@]4(C)[C@]3([H])CC1)O[C@@H]1O[C@H](CO)[C@@H](OS([O-])(=O)=O)[C@H](OS([O-])(=O)=O)[C@H]1OC(=O)CC(C)C)C(O)=O)[C@@H](O)C2=C
Structure

Calculated Properties

Solubility (ALOGPS)
9.46e-01 g/l
LogS (ALOGPS)
-2.91
LogP (ALOGPS)
0.71
Hydrogen Acceptors
13
Hydrogen Donors
3
Rotatable Bond Count
12
Polar Surface Area
255.38
Refractivity
158.97510000000003
Polarizability
70.82771578489721
Formal Charge
-2
Physiological Charge
-3
pKa (strongest basic)
-0.6850337576428408
pKa (strongest acidic)
-2.289110357343204
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Taxonomy

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Spectra

No spectra information available

Food Sources

NameGroup
CoffeeCoffee and coffee products PublicationsShow
Roasted coffeeCoffee and coffee products PublicationsShow

Metabolism

No metabolism information available

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