(-)-Secoisolariciresinol

HCID 65373CAS 29388-59-8
Substructure searchFind similar structures

Basic information

Standard SMILES
COc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O
InChIKey
PUETUDUXMCLALY-HOTGVXAUSA-N
Molecular formula
C20H26O6
Average molar mass
362.4 g/mol
Monoisotopic mass
362.17293854

Names & identifiers

Preferred name
(-)-Secoisolariciresinol
IUPAC
(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
English name
SECOISOLARICIRESINOL
Molecular formula
C20H26O6
Molecular weight
362.42

Names & synonyms

Secoisolariciresinol29388-59-8(-)-Secoisolariciresinol(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diolM8QRJ7JEJHDTXSID50183615CHEBI:65004knotolan(2R,3R)-2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)butane-1,4-diolRefChem:905576CHEBI:67250DTXCID90106106
Show more names
SCUTELLARIN(P)SecoisolariciresilSecoisolariciresino(–)-SecoisolariciresinolSECOISOLARICIRESINOL 95+%(-)-SECO-ISOLARICIRESINOL(+/-)-SECOISOLARICIRESINOLSECO-ISOLARICIRESINOL (SECO)
2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)-1,4-butanediol249-599-21,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2R,3R)-(-) secoisolariciresinolMLS001424213CHEMBL368347HMS2052G03HY-N6071

Database identifiers

CAS
29388-59-8
PubChem CID
65373
DTXSID
DTXSID50183615
ChEBI
CHEBI:65004
UNII
M8QRJ7JEJH
EC Number
249-599-2
Nikkaji
J20.796I

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
99.4 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
9
Heavy atoms
26

Physicochemical properties

Melting point
113 °C · 113 °C
Boiling point
609.1 · 609.1±55.0 °C(Predicted)
Density
1.251 · 1.251±0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
solubility
10 mM · DMSO: 10 mM
form
A crystalline solid

Safety & regulation

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
2909500090
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationCompounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.
Cellular LocationsMembrane

Applications

UsesSecoisolariciresinol is a Mongolian folk medicine with anti-myocardial ischemia effects. Possesses anti-oxidant and anti-microbial activity.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]

Additional notes

DefinitionChEBI: (-)-secoisolariciresinol is an enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration. It has a role as an antidepressant, a plant metabolite and a phytoestrogen. It is an enantiomer of a (+)-secoisolariciresinol.

Related reactions

3 records
New reaction record

Linked notes

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