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(S) -Higenamine

CAT: 0013-GTR19220206-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19220206-01Size:25 mg
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Description
(S) -Higenamine, also known as (S) -Norcoclaurine, is a key biosynthetic intermediate in benzylisoquinoline alkaloid pathways. It is enzymatically formed by norcoclaurine synthase (NCS) from dopamine and 4-hydroxyphenylacetaldehyde. This compound is utilized in research on alkaloid biosynthesis, enzyme mechanisms, and metabolic studies in both plant and microbial systems.
CAS Number
22672-77-1
Field of Research
Metabolism Research
Smiles
C ([C@H]1C=2C (=CC (O) =C (O) C2) CCN1) C3=CC=C (O) C=C3
Molecular Formula
C16H17NO3
Molecular Weight
271.31
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(-)-Higenamine

(S)-norcoclaurine is a norcoclaurine. It is a conjugate base of a (S)-norcoclaurinium(1+).

CAS Number22672-77-1
PubChem CID440927
IUPAC Name(1S)-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
Molecular FormulaC16H17NO3
Molecular Weight271.31
XLogP2.2
Topological Polar Surface Area72.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity317
SMILES
C1CN[C@H](C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O
InChI
InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2/t14-/m0/s1
InChIKey
WZRCQWQRFZITDX-AWEZNQCLSA-N
Chemical Structure
2D Structure
2D structure of (-)-Higenamine
CAS: 22672-77-1
CID: 440927
Formula: C16H17NO3
MW: 271.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight271.31
XLogP32.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass271.12084340
Monoisotopic Mass271.12084340
Topological Polar Surface Area72.7 Ų
Heavy Atom Count20
Formal Charge0
Complexity317
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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