Podophyllotoxin glucoside

CAS：16481-54-2
MW:576.551
MF：C28H32O13

Podophyllotoxin 4-O-glucoside is the glucoside derivative of Podophyllotoxin (P681000), a skin treatment for genital warts caused by some types of HPVs. Podophyllotoxin glucosideSupplier View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
Other Information
Computational chemical data
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Podophyllotoxin glucoside

1.2 Synonyms: (5R,5aR,8aR,9R)-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,5aR,8aR,9R)-9-(β-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; 9-(β-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; Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(β-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-; Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(β-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-; Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(β-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, [5R-(5α,5aβ,8aα,9α)]-; NSC 163024; Podophyllotoxin 1-O-β-D-glycoside; Podophyllotoxin 3-β-D-glucopyranoside; Podophyllotoxin 4-O-glucoside; Podophyllotoxin 7′-O-β-D-glucopyranoside; Podophyllotoxin 7'-O-beta-D-glucopyranoside; Podophyllotoxin 9-O-Glucoside; Podophyllotoxin β-D-glucoside; Podophyllotoxin, β-D-glucopyranoside; Podophyllotoxin-4-O-β-D-glucopyranoside; Podophyllotoxin-7-O-glucoside;

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1.3 CAS No.: 16481-54-2

1.4 CID: 294472

1.5 Molecular Formula: C28H32O13

1.6 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

1.7 InChkey: NXVJTGLCCSFGAT-UHFFFAOYSA-N

1.8 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

1.9 Isomers 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

2. Properties

2.1 Color/Form: Powder

2.2 pKa: 12.84±0.70(Predicted)

3. Use and Manufacturing

3.1 Description: Physiologically active prostaglandins found in many tissues and organs. They are potent pressor substances and have many other physiological activities.

3.2 Usage: Podophyllotoxin 4-O-glucoside is the glucoside derivative of Podophyllotoxin (P681000), a skin treatment for genital warts caused by some types of HPVs. Podophyllotoxin glucosideSupplier

4. Safety and Handling

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

4.2 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.

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4.3 Toxicity

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.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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6. Synthesis Route

16481-54-2Total: 2 Synthesis Route

186581-53-3

16481-54-2 10 Suppliers

133-89-1 8 Suppliers

518-28-5 200 Suppliers

16481-54-2 10 Suppliers

7. Precursor and Product

precursor:

186581-53-3

133-89-1

518-28-5

product:

477-48-5

518-28-5

8. Computed Properties

Molecular Weight：576.551g/mol
Molecular Formula：C₂₈H₃₂O₁₃
Compound Is Canonicalized：True
XLogP3-AA：576.18429107
Monoisotopic Mass：576.18429107
Complexity：907
Rotatable Bond Count：7
Hydrogen Bond Donor Count：4
Hydrogen Bond Acceptor Count：13
Topological Polar Surface Area：172
Heavy Atom Count：：41
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：9
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcfB4PAAAAAAAAAAAAAAAAAAAASJAAAA0YMEAAAAAAEjBQAAAGgAACAAADRSwmAMyDoAABgCIAiDSCAACCAAgIAAAiAEGiIgdNzKEMRqicCIlwBUPqAfK6PyOoAABCAAQQADAAAYQADCAAAAAAAAAAA==

9.Other Information

Uses: Podophyllotoxin 4-O-glucoside is the glucoside derivative of Podophyllotoxin (P681000), a skin treatment for genital warts caused by some types of HPVs.