Identification

PhytoHub ID
PHUB002054
Name
Mascaroside III
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
684.735
Monoisotopic Mass
684.278191477
Chemical Formula
C36H44O13
IUPAC Name
methyl (2E)-3-{3-[(6-{[(1S,4S,12R,13R,14S,16S,17R)-14,17-dihydroxy-12-methyl-10-oxo-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6-dien-17-yl]methoxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-4-hydroxyphenyl}prop-2-enoate
InChI Key
ZLDOZMNYMGWHLY-AFIFYKMBSA-N
InChI Identifier
InChI=1S/C36H44O13/c1-34-14-24(39)31-20(8-10-46-31)21(34)7-9-35-13-19(12-23(38)32(34)35)36(44,16-35)17-48-33-30(43)29(42)28(41)26(49-33)15-47-25-11-18(3-5-22(25)37)4-6-27(40)45-2/h3-6,8,10-11,19,21,23,26,28-30,32-33,37-38,41-44H,7,9,12-17H2,1-2H3/b6-4+/t19-,21-,23+,26?,28?,29?,30?,32+,33?,34-,35+,36+/m1/s1
SMILES
[H]OC1=C(OCC2OC(OC[C@@]3(O)C[C@]45C[C@H]3C[C@H](O)[C@@]4([H])[C@]3(C)CC(=O)C4=C(C=CO4)[C@@]3([H])CC5)C(O)C(O)C2O)C=C(\C=C\C(=O)OC([H])([H])[H])C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.93e-01 g/l
LogS (ALOGPS)
-3.55
LogP (ALOGPS)
1.83
Hydrogen Acceptors
11
Hydrogen Donors
6
Rotatable Bond Count
9
Polar Surface Area
205.57999999999996
Refractivity
171.20019999999997
Polarizability
71.57264733142098
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.842403878944671
pKa (strongest acidic)
9.84135667145664
Number of Rings
7
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Naphthofurans
Super-class
Organoheterocyclic compounds
Sub-class
Not Available
Direct Parent Name
Naphthofurans
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Acetals", "Alkyl aryl ethers", "Aryl alkyl ketones", "Benzofurans", "Cinnamic acid esters", "Coumaric acids and derivatives", "Cyclic alcohols and derivatives", "Enoate esters", "Fatty acid esters", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methyl esters", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenoxy compounds", "Polyols", "Secondary alcohols", "Styrenes", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Alpha,beta-unsaturated carboxylic ester", "Aromatic heteropolycyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzofuran", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Cyclic alcohol", "Enoate ester", "Ether", "Fatty acid ester", "Fatty acyl", "Furan", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Ketone", "Methyl ester", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "Naphthofuran", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Secondary alcohol", "Styrene", "Tertiary alcohol"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Roasted arabica coffeeCoffee and coffee products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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