Basic information
- CAS
15358-48-2- Standard SMILES
O=C1CCC[C@@H]2[C@H]3C[C@@H](CN12)[C@@H]1C[C@@H](O)CCN1C3- InChIKey
JVYKIBAJVKEZSQ-YHQUGGNUSA-N- Molecular formula
- C15H24N2O2
- Average molar mass
- 264.36 g/mol
- Monoisotopic mass
- 264.18377801
Overview
hydroxylupanine has been reported in Lupinus pilosus, Zanthoxylum ovalifolium, and other organisms with data available.
Names & identifiers
- Preferred name
- Hydroxylupanine
- IUPAC
- (1S,2R,9S,10S,12S)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
- English name
- 13-hydroxylupanine
- Molecular formula
- C15H24N2O2
- Molecular weight
- 264.36
Names & synonyms
HydroxylupanineOxylupanine15358-48-2(+)-13-Hydroxylupanine320ZHE5W55NSC-70827RefChem:1087092(1S,2R,9S,10S,12S)-12-hydroxy-7,15-diazatetracyclo(7.7.1.02,7.010,15)heptadecan-6-oneJamaidineLuparine, hydroxy-13a-Hydroxylupanind-Hydroxylupanine
Show more names
13α-Hydroxylupanine13-hydroxylupanine(+)-13α-Hydroxylupanine(+)-13alpha-Hydroxylupanine(+)-13α-Hydroxylupanine Hydrochloride(7S,7aβ,9β,14S,14aα)-Dodecahydro-9-hydroxy-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one, dodecahydro-2-hydroxy-, (2S,7S,7aR,14S,14aS)-
13-Oxylupanine13-HydroxylupaninOctalupineAlkaloid C 2, from Cadia purpureaHydroxylupanin(+)-13a-Hydroxylupanine(2S,7S,7aR,14S,14aS)-2-hydroxydodecahydro-2H,11H-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocin-11-oneLupanine, hydroxy-
Database identifiers
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 43.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 386
Physicochemical properties
- Melting point
- 169 · 169-170°
- alpha
- 20 · D20 +45.6° (c = 1.49 in ethanol); D20 +65.1° (c = 1.09 in water)
- Boiling point
- 407.59 °C · 407.59°C (rough estimate)
- Density
- 1.02 · 1.0200 (rough estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- -20 °C · -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.82 · 14.82±0.20(Predicted)
- color
- Off-White to Pale Yellow
- FDA UNII
- 320 ZHE5W55 · 320ZHE5W55
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationRegulation (EC) No 178/2002 (amended)
Chemistry & industry
Applications
DescriptionHydroxylupanine is an alkaloid that has been found in L. lanatus. It is an inhibitor of ganglionic transmission.
Uses(+)-13α-Hydroxylupanine is used in analytical studies for the determination of Lupinus polyphyllus by thin-layer chromatography and fluorescence.
Suppliers26 total
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
ALB Technology Limited702-983-3769 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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