CAS No.16481-54-2,Podophyllotoxin glucoside Suppliers

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Basic Information

Molecular Structure:
CAS No.:	16481-54-2
Name:	Podophyllotoxin glucoside
Article Data:	3

Formula:	C28H32 O13
Molecular Weight:	576.554
Synonyms:	Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,9-(b-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-,[5R-(5a,5ab,8aa,9a)]-; Podophyllotoxin glucoside(6CI,7CI); Podophyllotoxin, b-D-glucopyranoside (8CI); NSC 163024; Podophyllotoxin 3-b-D-glucopyranoside;Podophyllotoxin 4-O-glucoside; Podophyllotoxin b-D-glucoside
Density:	1.55
Melting Point:	152-154℃
Boiling Point:	781.3±60.0 °C(Predicted)
Flash Point:	258.2oC
Hazard Symbols:	Moderately toxic by ingestion.
Safety:	A poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
PSA:	171.83000
LogP:	0.23340

Synthetic route

: 186581-53-3, 908094-01-9
diazomethane

O9-β-D-glucopyranosyl-O4'-demethyl-podophyllotoxin: O9-β-D-glucopyranosyl-O4'-demethyl-podophyllotoxin

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With methanol; diethyl ether at 0℃;

: 133-89-1
UDP-glucose

: 518-28-5
podofilox

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With diothiothreitol In various solvents at 25℃; pH=8.5; Enzyme kinetics;

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 20254-45-9, 22154-65-0, 22154-66-1
O-(Tetra-O-acetyl-β-D-glucopyranosyl)-podophyllotoxin

Conditions

Conditions	Yield
With pyridine

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 1400-92-6
L-picropodophillotoxin 7'-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With methanol; ammonium hydroxide

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 518-28-5
podofilox

Conditions

Conditions	Yield
With emulsin-substance

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

A: 477-48-5, 477-49-6, 55515-07-6, 60660-51-7, 64550-42-1, 64937-82-2, 86594-36-7, 130322-38-2
podophyllotoxone

B: 518-28-5
podofilox

Conditions

Conditions	Yield
In dimethyl sulfoxide for 72h; Forsythia intermedia; Yield given. Yields of byproduct given;

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 105-57-7
diethyl acetal

: (5R,5aR,8aR,9R)-9-((2R,4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In nitromethane for 6h;	1.1 g

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 477-48-5
(5aR,8aS,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylsulfoxide / 72 h / Forsythia intermedia 2: dimethylsulfoxide / other conditions: Forsythia intermedia; substrate concentration; incubation time; stage of growth; feeding period View Scheme

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 477-48-5, 477-49-6, 55515-07-6, 60660-51-7, 64550-42-1, 64937-82-2, 86594-36-7, 130322-38-2
podophyllotoxone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylsulfoxide / 72 h / Forsythia intermedia 2: dimethylsulfoxide / other conditions: Forsythia intermedia; substrate concentration; incubation time; stage of growth; feeding period View Scheme

: 16481-54-2
podophyllotoxin-7′-O-β-D-glucopyranoside

: 1180-34-3
podophyllotoxinyl acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: emulsin-substance View Scheme

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- China (Mainland)(24)
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Chemistry

IUPAC Name: 9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-6-one
Molecular Formula: C₂₈H₃₂O₁₃
Molecular Weight: 576.54588g/mol
XLogP3: 0.4
H-Bond Donor: 4
H-Bond Acceptor: 13
Rotatable Bond Count: 7
Tautomer Count: 2
Exact Mass 576.184291
MonoIsotopic Mass: 576.184291
Topological Polar Surface Area: 172
Heavy Atom Count: 41
Formal Charge: 0
Complexity: 907
Index of Refraction: 1.66
Molar Refractivity: 137.33 cm³
Molar Volume: 371.9 cm³
Polarizability: 54.44×10^-24cm³
Surface Tension: 78.6 dyne/cm
Density: 1.55 g/cm³
Flash Point: 258.2 °C
Enthalpy of Vaporization: 119.24 kJ/mol
Boiling Point: 781.3 °C at 760 mmHg
Vapour Pressure: 1.06E-25 mmHg at 25°C
Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)OC6C(C(C(C(O6)CO)O)O)O
InChI: InChI=1S/C28H32O13/c1-34-17-4-11(5-18(35-2)26(17)36-3)20-12-6-15-16(39-10-38-15)7-13(12)25(14-9-37-27(33)21(14)20)41-28-24(32)23(31)22(30)19(8-29)40-28/h4-7,14,19-25,28-32H,8-10H2,1-3H3
InChIKey: NXVJTGLCCSFGAT-UHFFFAOYSA-N
Structure of Podophyllotoxin 4-O-glucoside (CAS NO.16481-54-2):

Toxicity Data With Reference

1.	uns-mus-oth 30 mg/L	CNREA8 Cancer Research. 37 (1977),2998.
2.	dni-mus-oth 30 mg/L	CNREA8 Cancer Research. 37 (1977),2998.
3.	orl-mus LD50:600 mg/kg	OYYAA2 Oyo Yakuri. Pharmacometrics. 3 (1969),187.
4.	ipr-mus LD50:340 mg/kg	OYYAA2 Oyo Yakuri. Pharmacometrics. 3 (1969),187.

Safety Profile

A poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

Specification

Podophyllotoxin 4-O-glucoside , its cas register number is 16481-54-2. It also can be called 4,6-O-Benzylide-beta-D-glucopyranosidepodophyllotoxin ; 9-(beta-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one (5R-(5alpha,5abeta,8aalpha,9alpha))- ; NSC 163024 ; PGB ;
Podophyllotoxin beta-D-glucoside ; Podophyllotoxin glucoside ; Podophyllotoxin, 3-beta-D-glucopyranoside ;
Podophyllotoxin-beta-D-benzylidene glucoside ; Podophyllotoxin-beta-D-glucoside ; SP-G Iia . Podophyllotoxin 4-O-glucoside (CAS NO.16481-54-2) is moderate toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.