(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole
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![(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/7ddcbc1ed4f1489f9866d2812dca20f2.png "(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole")
(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole
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CAS No:
5545-89-1
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Formula:
C22H26N4
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Chemical Name:
(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole
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Synonyms:
3a,3′a(1H,1′H)-Bipyrrolo[2,3-b]indole,2,2′,3,3′,8,8′,8a,8′a-octahydro-1,1′-dimethyl-,(3aS,3′aS,8aS,8′aS)-;Chimonanthine;Calycanthidine,1-demethyl-;Pyrrolo[2,3-b]indole,calycanthidine deriv.;(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole;(-)-Chimonanthine;Chimonanthin;l-Chimonanthine;23047-05-4;23102-84-3;856613-87-1
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CAS No:
Description
Chimonanthine is an alkaloid of Chimonanthus praecox, inhibits tyrosinase and tyrosine-related protein-1 mRNA expression, amd inhibits melanogenesis[1].
(-)-chimonanthine is the (3aS,3a'S,8aS,8a'S)-stereoisomer of chimonanthine. It is an enantiomer of a (+)-chimonanthine.
(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole Basic Attributes
346.478
346.47
97C4UE479O
DTXSID50204016
Computed Properties
Molecular Weight:346.5
XLogP3:3.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:346.21574685
Monoisotopic Mass:346.21574685
Topological Polar Surface Area:30.5
Heavy Atom Count:26
Complexity:531
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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(3aS,3′aS,8aS,8′aS)-2,2′,3,3′,8,8′,8a,8′a-Octahydro-1,1′-dimethyl-3a,3′a(1H,1′H)-bipyrrolo[2,3-b]indole
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