PhytoHub: Showing entry for Rebaudioside D

Rebaudioside D

Identification

PhytoHub ID

PHUB002069

Name

Rebaudioside D

Systematic Name

Not Available

Synonyms

(-)-Rebaudioside D
Reb D
Reb-D
Rebaudioside D, (-)-
Rebaudioside-D

CAS Number

63279-13-0

Average Mass

1129.162

Monoisotopic Mass

1128.483611936

Chemical Formula

C₅₀H₈₀O₂₈

IUPAC Name

4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 13-{[5-hydroxy-6-(hydroxymethyl)-3,4-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

InChI Key

RPYRMTHVSUWHSV-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3

SMILES

CC12CCCC(C)(C1CCC13CC(=C)C(C1)(CCC23)OC1OC(CO)C(O)C(OC2OC(CO)C(O)C(O)C2O)C1OC1OC(CO)C(O)C(O)C1O)C(=O)OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.30e+01 g/l
LogS (ALOGPS): -1.69
LogP (ALOGPS): -1.89
Hydrogen Acceptors: 27
Hydrogen Donors: 17
Rotatable Bond Count: 16
Polar Surface Area: 453.28000000000014
Refractivity: 250.97610000000012
Polarizability: 113.41551895841187
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -3.6555430198915224
pKa (strongest acidic): 11.750581418900856
Number of Rings: 9
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

FooDB (Compounds): FDB013541
HMDB: HMDB34948
KNApSAcK: C00036203
PubChem: 15631736

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Diterpenoids
Sub-class: Not Available

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(801.9,0.013);(802.5,0.18);(803.4,0.374);(804.1,0.061);(964.6,0.024);(965.6,0.028);(966.4,0.012);(1126.1,0.344);(1126.9,0.751);(1127.4,0.019);(1127.9,1.0);(1128.5,0.073)
LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(317.2,0.046);(413.3,0.017);(478.8,0.012);(479.5,0.012);(622.4,0.014);(623.2,0.028);(623.9,0.013);(640.6,0.15);(641.4,0.269);(642.1,0.034);(802.1,0.055);(802.7,0.679);(803.5,1.0);(804.1,0.055);(964.8,0.019);(966.2,0.016);(1126.8,0.015);(1127.8,0.017)
LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(316.8,0.172);(317.6,0.424);(370.7,0.02);(371.6,0.012);(373.7,0.019);(412.7,0.114);(413.4,0.249);(414.0,0.028);(424.8,0.018);(425.7,0.024);(442.6,0.022);(443.6,0.032);(460.4,0.039);(461.2,0.134);(461.8,0.028);(478.7,0.431);(479.5,0.715);(622.1,0.013);(622.8,0.051);(623.7,0.073);(640.0,0.049);(640.7,0.635);(641.5,1.0);(642.2,0.292);(802.0,0.028);(802.6,0.169);(803.4,0.225);(804.1,0.109)

Food Sources

	Name	Group
	Stevia (Stevia rebaudiana)	Vegetables, Leaf vegetables	Publications	Show

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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Showing entry for Rebaudioside D