Tangeretin (HCID 68077)

Overview

Tangeretin is a pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8. It has a role as an antineoplastic agent and a plant metabolite.

Names & identifiers

Preferred name: Tangeretin
IUPAC: 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one
English name: Tangeretin
Molecular formula: C20H20O7
Molecular weight: 372.37

Names & synonyms

Tangeretin481-53-8TangeritinPonkanetinPentamethoxyflavone4',5,6,7,8-Pentamethoxyflavone5,6,7,8,4'-Pentamethoxyflavone5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-2-(4-Methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-oneI4TLA1DLX65,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

Show more names

Cnidium MonnieriNSC 53909angeretinNSC 618905TANGARETIN

DTXSID30197417NSC539094',5,6,7,8-pentamethoxy-flavoneNSC-53909NSC-618905CHEBI:9400NSC618905RefChem:51834

Database identifiers

CAS: 481-53-8
PubChem CID: 68077
DTXSID: DTXSID30197417
ChEMBL: CHEMBL73930
ChEBI: CHEBI:9400
UNII: I4TLA1DLX6
EC Number: 207-570-1
Nikkaji: J12.348J

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 72.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 7
Rotatable bonds: 6
Heavy atoms: 27
Formal charge: 0
Complexity: 540

Experimental & physicochemical properties

Chemical ClassesAntioxidant

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]

Melting Point154 °C

Physical DescriptionSolid

Collision Cross Section · 4 items

208.15 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

182 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

181.35 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

186.7 Å² [M+H]+

Physicochemical properties

Melting point: 153 to · 153.0 to 157.0 °C
Boiling point: 565.3 · 565.3±50.0 °C(Predicted)
Density: 1.244 · 1.244±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: 25 mg/mL · DMSO : 25 mg/mL (67.14 mM; Need ultrasonic)
form: Solid
color: White to Almost white
BRN: 351695 · 351695
Major Application: food and beverages
Cosmetics Ingredients Functions: SKIN CONDITIONINGANTIOXIDANT
InChI: InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3
InChIKey: ULSUXBXHSYSGDT-UHFFFAOYSA-N
SMILES: C1(C2=CC=C(OC)C=C2)OC2=C(OC)C(OC)=C(OC)C(OC)=C2C(=O)C=1
LogP: 1.788 · 1.788 (est)
CAS DataBase Reference: 481 · 481-53-8(CAS DataBase Reference)
FDA UNII: 4 TLA1DLX6 · I4TLA1DLX6
NIST Chemistry Reference: Tangeretin(481-53-8)
UNSPSC Code: 85151701 · 85151701
NACRES: 25 · NA.25
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 300 · H300
Precautionary statements: 264 · P264-P301+P310
Hazard Codes: T,Xi
Risk Statements: 25 · 25-36/37/38
Safety Statements: 45 · 45-36-26
RIDADR: 2811 · UN 2811
WGK Germany: 3 · 3
RTECS: 3102725 · DJ3102725
HS Code: 29329990 · 29329990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral
Toxicity: 50 · rat,LD50,intraperitoneal,> 1gm/kg (1000mg/kg),Advances in Teratology. Vol. 3, Pg. 181, 1968.

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H300 (97.5%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 2 (97.5%)

Safety data

wgk: 3
rtecs: DJ3102725
ridadr: UN 2811
hs_code: 29329990
Toxicity: rat,LD50,intraperitoneal,> 1gm/kg (1000mg/kg),Advances in Teratology. Vol. 3, Pg. 181, 1968.
risk_code: 25-36/37/38
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: T,Xi
safety_code: 45-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H300
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P264-P301+P310

Chemistry & industry

Pharmacology

Metabolism/MetabolitesTangeretin has known human metabolites that include 4'-Hydroxy-5,6,7,8-tetramethoxyflavone and 5,6-Dihydroxy-7,8,4'-trimethoxyflavone.

Cellular LocationsMembrane

Applications · 2 items

UsesTangeretin has been used as an antioxidant and antifungal agent to test its effects on ferroptosis inhibition, conidial development, and appressorium formation against Magnaporthe oryzae. It has also been used as a co-chemotherapeutics agent to study its cytotoxic effects in combination with 5-Fluorouracil (5-Fu) on WiDr colon cancer cells.

General DescriptionTangeretin is a polymethoxyflavone extracted primarily from the peels of citrus fruits like Citrus sinensis and Citrus reticulata.

Upstream & downstream products

Downstream products

GARDENIN B

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

河北创海生物科技有限公司+86-86-13131129325 · [email protected]

上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

Additional notes

DefinitionChEBI: Tangeretin is a pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8. It has a role as an antineoplastic agent and a plant metabolite.

Related reactions

1 records

New reaction record

HRID 1710319As reactantuspto-grants-2010_09

Linked notes

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Basic information