Cyclopamine | CAS No. 4449-51-8

Cyclopamine

Basic Information

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CAS Number

4449-51-8

Molecular Formula

C27H41NO2

Molecular Weight

411.63 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

226-230°C

Boiling Point

550.794°C at 760 mmHg

Solubility

DMSO: soluble

Refractive Index

1.58

SMILES

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CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5CC4=C3C)C)O)C)NC1

InChI

InChI=1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-/m0/s1

InChIKey

QASFUMOKHFSJGL-LAFRSMQTSA-N

LogP

5.0019000000000045

Topological Polar Surface Area

41.49 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

801

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Stability

Store in Freezer at - 20°C

Synonyms & References

English

HMS3403D13
ZH658AJ192
DTXSID6043709
SCHEMBL29153
SR-05000002357
NCGC00254431-01
CYCLOPAMINE [HSDB]
HY-17024
HMS1990D13
CHEMBL254129
(3alpha,8alpha,14beta,22S,23R)-17,23-epoxyveratraman-3-ol
Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol, 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3',6',10,11b-tetramethyl-, (3S,3'R,3a'S,6'S,6aS,6bS,7a'R,9R,11aS,11bR)-
BSPBio_001032
HSDB 3505
CAS-4449-51-8
AKOS024456709
CYCLOPAMINE [MI]
(2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3',6',10,11b-tetramethyl-1,2,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11,11a,11b-octadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-3-ol
Jervine, 11-deoxo-
Veratraman-3-ol, 17,23-epoxy-, (3beta,23beta)-
F16272
SR-05000002357-2
Spiro(9H-benzo(a)fluorene-9,2-b)pyridin)-3-o l, 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octa deca hydro-3',6',10,11b-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
BCP9000568
EX-A952
Veratraman-3-ol, 17,23-epoxy-, (3-beta,23-beta)-
AC-34305
NSC-734950
Cyclopamine Tartrate
(2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-Octadecahydro-3',6',10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol
Tox21_300632

MDL Number

MFCD09878269

FAQ

What is Cyclopamine (CAS: 4449-51-8)?

Cyclopamine is a steroidal alkaloid compound with the chemical formula C22H41NO4. It is a white crystalline powder, insoluble in water but soluble in organic solvents. Naturally occurring in plants like Veratrum viride, Cyclopamine is known for its tetracyclic terpenoid structure and bioactive properties, including modulation of the Hedgehog signaling pathway.

What are the main uses of Cyclopamine (CAS: 4449-51-8)?

Cyclopamine is primarily used in pharmaceutical research as a potent inhibitor of the Sonic Hedgehog (Shh) pathway, targeting cancer and developmental disorders. It also serves as a tool compound in biochemical studies and may have applications in veterinary medicine. Its unique structure makes it valuable for drug discovery and understanding cellular processes.

Is Cyclopamine (CAS: 4449-51-8) safe?

Cyclopamine is toxic if ingested or inhaled, requiring careful handling. Safety precautions include wearing gloves, goggles, and a lab coat, and working in a fume hood. While it is used in controlled research environments, exposure should be minimized. Always follow safety guidelines and regulatory standards for handling this compound.

How should Cyclopamine (CAS: 4449-51-8) be stored?

Cyclopamine should be stored in a cool, dry, and dark place, preferably at 2-8°C, to maintain stability. It requires airtight containers to prevent moisture and contamination. Avoid exposure to light and incompatible substances. Proper storage ensures longevity and safety when handling this compound.