Conofoline

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Conofoline
Conofoline.svg
Names
Preferred IUPAC name
Methyl (1aS,1′aS,1bS,1′bS,1b1R,1′b1R,3aS,8bS,8′bR,12′R,12aR,12′aR)-1b,1′b-diethyl-7′-hydroxy-5′,6′-dimethoxy-4-methyl-1a,1′a,1b,1′b,1b1,1′b1,2,2′,3,3a,4,4′,9,9′,10,10′,12a,12′a-octadecahydro-12H,12′H-[7,12′-bioxireno[2′,3′:6,7]indolizino[8,1-cd]carbazole]-3′-carboxylate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • InChI=1S/C43H52N4O7/c1-7-40-12-11-28-42(13-15-46(38(40)42)20-27-35(40)53-27)23-17-21(9-10-25(23)45(28)3)30-33-36(54-33)41(8-2)19-22(37(49)52-6)34-43(14-16-47(30)39(41)43)24-18-26(48)31(50-4)32(51-5)29(24)44-34/h9-10,17-18,27-28,30,33,35-36,38-39,44,48H,7-8,11-16,19-20H2,1-6H3/t27-,28+,30-,33-,35-,36-,38+,39+,40-,41-,42+,43+/m1/s1
    Key: AXBZVPIBJWOFHO-XMONSFOZSA-N
  • CC[C@]12CC[C@H]3[C@@]4([C@H]1N(CC4)C[C@@H]5[C@H]2O5)C6=C(N3C)C=CC(=C6)[C@@H]7[C@@H]8[C@@H](O8)[C@]9(CC(=C1[C@@]2([C@H]9N7CC2)C2=CC(=C(C(=C2N1)OC)OC)O)C(=O)OC)CC
Properties
C43H52N4O7
Molar mass 736.910 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Conofoline is an alkaloid of the vinca alkaloid class which is closely related to conophylline. It is found in the leaves of some species in the genus Tabernaemontana , [1] including Tabernaemontana divaricata , and in Ervatamia peduncularis . [2]

See also

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Tabernaemontana corymbosa is a species of plant in the family Apocynaceae. It is native to Brunei, China, Indonesia, Laos, Malaysia, Myanmar, Singapore, Thailand, and Vietnam. Glossy green leaves and faintly sweet scented flower. Flowers continuously all year. Frost tolerant. Grows to about 2 metres. Likes full sun to part shade. A number of cultivars are available.

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Tabernaemontana divaricata, commonly called pinwheel flower, crape jasmine, East India rosebay, and Nero's crown, is an evergreen shrub or small tree native to South Asia, Southeast Asia and China. In zones where it is not hardy it is grown as a house/glasshouse plant for its attractive flowers and foliage. The stem exudes a milky latex when broken, whence comes the name milk flower

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<span class="mw-page-title-main">Tabernaemontanine</span> Chemical compound

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<span class="mw-page-title-main">Isovoacangine</span> Chemical compound

Isovoacangine is a naturally occurring substance that has action on heart muscles in pigs.

<span class="mw-page-title-main">Conophylline</span> Chemical compound

Conophylline is a autophagy inducing vinca alkaloid found in plants of the genus Tabernaemontana. Among the many functional groups in this molecule is an epoxide: the compound where that ring is replaced with a double bond is called conophyllidine and this co-occurs in the same plants.

<span class="mw-page-title-main">Vobasine</span> Chemical compound

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References

  1. US 20070232533,"Use of Vinca Alkaloids and Salts Thereof"
  2. Buckingham, John; Baggaley, Keith H.; Roberts, Andrew D.; Szabo, Laszlo F. (2010). Dictionary of Alkaloids with CD-ROM. CRC Press. p. 453. ISBN   978-1-4200-7770-4.