Corydalin

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Basic information

CAS: 518-69-4
Standard SMILES: COc1cc2c(cc1OC)C1C(C)c3ccc(OC)c(OC)c3CN1CC2
InChIKey: VRSRXLJTYQVOHC-UHFFFAOYSA-N
Molecular formula: C22H27NO4
Average molar mass: 369.5 g/mol
Monoisotopic mass: 369.19400834

Overview

Corydalin has been reported in Corydalis solida, Corydalis ternata, and other organisms with data available.

Names & identifiers

Preferred name: Corydalin
IUPAC: 2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
English name: Corydaline
Molecular formula: C22H27NO4
Molecular weight: 369.45

Names & synonyms

CorydalinRefChem:10822262,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino(2,1-b)isoquinolineCorydaline, (+)-NSC406036(+)-Corydaline;Corydalin6018-35-5NSC 406036Corydaline (+)Berbine, 2,3,9,10-tetramethoxy-13-methyl-orb1222126orb1301238

Show more names

Corydalis Ad-CorydalineCORYDALINE(13s-e)-thyl(+) CORYDALINEYuanhu extractCorydaline std.CORYDALINE, (+)(+)- Corydaline

orb3140793SCHEMBL20759649DTXSID40975602VRSRXLJTYQVOHC-UHFFFAOYSA-NHMS5086E196H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-trans)-NSC298182s9252

Database identifiers

CAS: 518-69-4、6018-35-5
PubChem CID: 326549
DTXSID: DTXSID40975602

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 40.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 27
Formal charge: 0
Complexity: 503

Physicochemical properties

Melting point: 135 ° · 135°
alpha: 20 · D20 +311° (c = 0.8 in alc)
Boiling point: 499.57 °C · 499.57°C (rough estimate)
Density: 1.1771 · 1.1771 (rough estimate)
refractive index: 1.5614 · 1.5614 (estimate)
storage temp.: 2 · 2-8°C(protect from light)
solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
form: Solid
pka: 6.57 · 6.57±0.40(Predicted)
color: White to Off-White
InChI: InChI=1S/C22H27NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-11,13,21H,8-9,12H2,1-5H3/t13-,21+/m0/s1
InChIKey: VRSRXLJTYQVOHC-YEJXKQKISA-N
SMILES: C12=CC(OC)=C(OC)C=C1CCN1[C@]2([H])[C@@H](C)C2=CC=C(OC)C(OC)=C2C1
EWG's Food Scores: 1 · 1
FDA UNII

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

hs_code: 2939799090
Toxicity: LD50 in mice (mg/kg): 135.5 ± 12.8 i.v. (Anderson, Chen)
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P271

Chemistry & industry

Applications

UsesCorydaline is a common herbal drug used in Chinese medicine and is touted as an analgesic with reported anti-angiogenic effects.

Upstream & downstream products

Downstream products

Dehydrocorydaline

Additional notes

DefinitionChEBI: Corydaline is an isoquinoline alkaloid and a member of isoquinolines.

Related reactions

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Compound notes

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