Identification

PhytoHub ID
PHUB002056
Name
Mascaroside V
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
386.488
Monoisotopic Mass
386.209324066
Chemical Formula
C23H30O5
IUPAC Name
(1'S,4'S,12'R,13'R,14'S,16'R)-14'-hydroxy-5,5,12'-trimethyl-8'-oxaspiro[1,4-dioxolane-2,17'-pentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadecane]-5'(9'),6'-dien-10'-one
InChI Key
PBWMBXWDLWAMRM-VVXAZOIHSA-N
InChI Identifier
InChI=1S/C23H30O5/c1-20(2)27-12-23(28-20)11-22-6-4-15-14-5-7-26-18(14)17(25)10-21(15,3)19(22)16(24)8-13(23)9-22/h5,7,13,15-16,19,24H,4,6,8-12H2,1-3H3/t13-,15+,16-,19-,21+,22-,23?/m0/s1
SMILES
[H][C@]12CC[C@@]34C[C@H](C[C@H](O)[C@@]3([H])[C@]1(C)CC(=O)C1=C2C=CO1)C1(COC(C)(C)O1)C4
Structure

Calculated Properties

Solubility (ALOGPS)
3.04e-02 g/l
LogS (ALOGPS)
-4.10
LogP (ALOGPS)
2.36
Hydrogen Acceptors
4
Hydrogen Donors
1
Rotatable Bond Count
0
Polar Surface Area
68.9
Refractivity
102.9821
Polarizability
74.58808160428856
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.842410921240255
pKa (strongest acidic)
14.85731131515934
Number of Rings
6
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

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
["1,3-dioxolanes", "Aryl alkyl ketones", "Benzofurans", "Cyclic alcohols and derivatives", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Ketals", "Organic oxides", "Oxacyclic compounds", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzofuran", "Cyclic alcohol", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Ketal", "Ketone", "Meta-dioxolane", "Naphthofuran", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Secondary alcohol"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Green 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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