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24:
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InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1
325:
InChI=1/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1
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36:
521:
Jervine's biological activity is mediated via its interaction with the 7 pass trans membrane protein
287:
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91:)-3-Hydroxy-3′,6′,10,11b-tetramethyl-2,3,3′a,4,4′,5′,6,6′,6a,6b,7,7′,7′a,8,11a,11b-hexadecahydro-3′
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implicated in birth defects when consumed by animals during a certain period of their
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transcription cannot be activated and hedgehog target genes cannot be transcribed.
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556:"Inhibition of Hedgehog Signaling by direct binding of Cyclopamine to Smoothened"
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Except where otherwise noted, data are given for materials in their
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Jervine is a potent teratogen causing birth defects in
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349:O=C5/C3=C(/1(O2C(CN21C)C)CC36C/C=C4/C(O)CC4(C)56)C
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108:(3β,23β)-17,23-Epoxy-3-hydroxyveratraman-11-one
8:
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15:
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257:
40:3β-Hydroxy-17β,23β-epoxyveratraman-11-one
554:Chen, J; Taipale, J; Cooper, M. (2002).
546:
346:
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471:which is derived from the plant genus
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318:Key: CLEXYFLHGFJONT-DNMILWOZSA-N
173:
95:-spirofluorene-9,2′-furopyridin]-11(1
7:
529:, which is an integral part of the
525:. Jervine binds with and inhibits
328:Key: CLEXYFLHGFJONT-DNMILWOZBJ
228:
14:
533:. With smoothened inhibited, the
481:, which also occurs in the genus
418:
22:
505:. In severe cases it can cause
414:(at 25 °C , 100 kPa).
1:
531:hedgehog signaling pathways
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392:425.60 g/mol
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459:with molecular formula C
640:Nitrogen heterocycles
497:Physiological effects
47:Systematic IUPAC name
635:Oxygen heterocycles
572:10.1101/gad.1025302
517:Mechanism of action
18:
625:Secondary alcohols
457:steroidal alkaloid
441:Infobox references
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566:(21): 2743–2748.
511:holoprosencephaly
449:Chemical compound
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271:CompTox Dashboard
155:Interactive image
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402:10 mg/mL in EtOH
365:Chemical formula
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620:Spiro compounds
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404:6 mg/mL in DMF
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412:standard state
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288:DTXSID70895026
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477:. Similar to
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207:ECHA InfoCard
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645:Plant toxins
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175:ChEMBL186779
114:Identifiers
106:Other names
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503:vertebrates
479:cyclopamine
358:Properties
213:100.006.745
610:Teratogens
604:Categories
541:References
527:smoothened
523:smoothened
485:, it is a
398:Solubility
388:Molar mass
259:19V3ECX465
186:ChemSpider
142:3D model (
121:CAS Number
37:IUPAC name
560:Genes Dev
491:gestation
487:teratogen
615:Jervines
590:12414725
507:cyclopia
483:Veratrum
474:Veratrum
131:469-59-0
17:Jervine
630:Ketones
453:Jervine
434:what is
432: (
382:
226:PubChem
588:
581:187469
578:
429:verify
426:
342:SMILES
166:ChEMBL
31:Names
455:is a
307:InChI
239:10098
144:JSmol
99:)-one
586:PMID
535:GLI1
509:and
250:UNII
195:9694
87:,11b
83:,11a
79:,7′a
63:,3′a
576:PMC
568:doi
276:EPA
229:CID
75:,6b
71:,6a
67:,6′
59:,3′
51:(2′
606::
584:.
574:.
564:16
562:.
558:.
513:.
493:.
467:NO
465:39
461:27
378:NO
376:39
372:27
55:,3
592:.
570::
469:3
463:H
424:N
380:3
374:H
370:C
278:)
274:(
146:)
97:H
93:H
89:R
85:S
81:R
77:S
73:S
69:S
65:S
61:R
57:S
53:R
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