Tomatine

CAT: 0926-OT07656-02Size: 250 mgDry Ice: NoHazardous: No

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CAT#:0926-OT07656-02Size:250 mg

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CAS Number

17406-45-0

Synonyms

Lycopersicin; (3β,5α,22β,25S) -Spirosolan-3-yl O-β-D-glucopyranosyl- (1-2) - O-[β-D-xylopyranosyl- (1-3) ]-O-β-D-glucopyranosyl- (1-4) -β-D-g alactopyranoside

MDL Number

MFCD00016888

Smiles

C[C@H]1CC[C@]2 ([C@H] ([C@H]3[C@@H] (O2) C[C@@H]4[C@@]3 (CC[C@H]5[C@H]4CC[C@@H]6[C@@]5 (CC[C@@H] (C6) O[C@H]7[C@@H] ([C@H] ([C@H] ([C@H] (O7) CO) O[C@H]8[C@@H] ([C@H] ([C@@H] ([C@H] (O8) CO) O) O[C@H]9[C@@H] ([C@H] ([C@@H] (CO9) O) O) O) O[C@H]2[C@@H] ([C@H] ([C@@H] ([C@H] (O2) CO) O) O) O) O) O) C) C) C) NC1

Molecular Formula

C50H83NO21

Molecular Weight

1,034.19 g/mol

Controlled

Chemical Information

Tomatine

Tomatine is a steroid alkaloid that is tomatidine in which the hydroxy group at position 3 is linked to lycotetraose, a tetrasaccharide composed of two units of D-glucose, one unit of D-xylose, and one unit of D-galactose. It has a role as an antifungal agent, a phytotoxin and an immunological adjuvant. It is a glycoalkaloid, a glycoside, a steroid alkaloid, a tetrasaccharide derivative and an alkaloid antibiotic. It is functionally related to a tomatidine.

CAS Number	17406-45-0
PubChem CID	28523
IUPAC Name	(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula	C50H83NO21
Molecular Weight	1034.2
XLogP	-0.7
Topological Polar Surface Area	338
Hydrogen Bond Donor Count	13
Hydrogen Bond Acceptor Count	22
Rotatable Bond Count	11
Heavy Atom Count	72
Formal Charge	0
Complexity	1840

SMILES

C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)NC1

InChI

InChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h20-47,51-63H,5-19H2,1-4H3/t20-,21-,22-,23-,24+,25-,26-,27+,28-,29+,30+,31+,32-,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48-,49-,50-/m0/s1

InChIKey

REJLGAUYTKNVJM-SGXCCWNXSA-N

Chemical Structure

2D Structure

CAS: 17406-45-0

CID: 28523

Formula: C50H83NO21

MW: 1034.2

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	1034.2
XLogP3	-0.7
Hydrogen Bond Donor Count	13
Hydrogen Bond Acceptor Count	22
Rotatable Bond Count	11
Exact Mass	1033.54575866
Monoisotopic Mass	1033.54575866
Topological Polar Surface Area	338 Å²
Heavy Atom Count	72
Formal Charge	0
Complexity	1840
Isotope Atom Count	0
Defined Atom Stereocenter Count	31
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
FS137974-01	Tomatidine
FT65189-01	Tomatidine hydrochloride

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T3786-01	Tomatine
T39179	β-Tomatine
HY-N2166A	Tomatine (hydrochloride)
T3786L	Tomatine hydrochloride

Tomatine

Chemical Information

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