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Lanuginosine

HCID 97622
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
23740-25-2
Standard SMILES
COc1ccc2c(c1)C(=O)c1nccc3cc4c(c-2c13)OCO4
InChIKey
WLXLLQQGGGHOMA-UHFFFAOYSA-N
Molecular formula
C18H11NO4
Average molar mass
305.3 g/mol
Monoisotopic mass
305.06880783

Overview

lanuginosine has been reported in Magnolia compressa, Fissistigma oldhamii, and other organisms with data available.

Names & identifiers

Preferred name
Lanuginosine
IUPAC
16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
English name
9-Methoxy-1,2-methylenedioxy-7-oxaporphine
Molecular formula
C18H11NO4
Molecular weight
305.28

Names & synonyms

LanuginosineOxoxylopine23740-25-2OxoxylopinL7DSM4NF0PCCRIS 3814UNII-L7DSM4NF0PNSC 137553NSC-137553BRN 06241238H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 10-methoxy-Noraporphin-7-one, 4,5,6,6a-tetradehydro-9-methoxy-1,2-(methylenedioxy)-
Show more names
NSC1375539-Methoxy-1,2-methylenedioxy-7-oxaporphine10-Methoxy-8H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one, 10-methoxy-
16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one16-methoxy-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-oneRefChem:1523408H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 10-methoxy-(9CI)CHEMBL389400orb1696614SCHEMBL6687528SCHEMBL30723114

Database identifiers

CAS
23740-25-2
PubChem CID

Properties

Computed structural properties

XLogP
3.4
Topological polar surface area
57.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
23
Formal charge
0
Complexity
497

Physicochemical properties

Melting point
302 · 302-3°C (dec.).
form
Solid
color
Yellow to brown
FDA UNII
7 DSM4NF0P · L7DSM4NF0P

Chemistry & industry

Applications · 2 items

DescriptionAn oxoaporphine alkaloid which has been isolated from the eHCl3 extract of the trunk bark of Michelia lanuginosa Wall., the structure has been established from the ultraviolet, infrared, NMR and mass spectra. All attempts to reduce the alka_x0002_loid, either with NaBH4 or catalytic hydrogenation with Pt02, have failed due to the ready oxidation of the reduction product in solution.

UsesLanuginosine (Compound 12) is an AChE inhibitor (IC50: 10.9 μM). Lanuginosine inhibits Aβ aggregation. Lanuginosine can be used for research of Alzheimer’s disease[1].

Suppliers4 total

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
山东钥熠材料科技有限公司18173438764 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
97622
DTXSID
DTXSID20946532
ChEMBL
CHEMBL389400
UNII
L7DSM4NF0P
Nikkaji
J19.942G