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Spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one

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Identification
Molecular formula
C24H35NO2
CAS number
27848-84-6
IUPAC name
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
State
State

At room temperature, the compound is in a solid state, reflecting its crystalline structure. It does not easily change its state to liquid or gas under normal room conditions, which is consistent with many organic compounds of similar complexity.

Melting point (Celsius)
118.50
Melting point (Kelvin)
391.65
Boiling point (Celsius)
298.40
Boiling point (Kelvin)
571.55
General information
Molecular weight
384.53g/mol
Molar mass
384.5300g/mol
Density
1.1978g/cm3
Appearence

The compound typically appears as a white crystalline solid. It is often found in a pure or near-pure state, which reflects its structured crystalline nature. The crystals may vary in size but are generally small and can be either opaque or translucent.

Comment on solubility

Solubility of (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one

The solubility of the compound can be influenced by a variety of factors including its structural complexity, functional groups, and interactions with solvents. This particular compound exhibits a unique spirocyclic structure, leading to some intriguing solubility characteristics:

  • Polar Functional Groups: The presence of the hydroxy group may enhance solubility in polar solvents such as water or alcohols due to hydrogen bonding.
  • Hydrophobic Regions: Given the extensive fused ring system, it is expected to display hydrophobic properties, potentially limiting solubility in aqueous environments.
  • Solvent Dependence: The solubility could vary significantly in different organic solvents; solvents such as DMSO or acetone might be more favorable compared to hexane or cyclohexane.
  • Temperature Influence: Like many organic compounds, solubility may increase with temperature, particularly in non-polar solvents.

In summary, while certain functional groups may encourage solubility, the complex hydrophobic aspect of the molecule makes its solubility highly dependent on the solvent and conditions employed. Ultimately, experimentation will reveal the precise solubility behavior of this compound in various media.

Interesting facts

Interesting Facts about (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one

This complex organic compound belongs to a class known as spiro compounds, which are characterized by having two or more cyclic structures that share a single atom. The structure of this compound, with multiple chiral centers, offers a fascinating example of stereochemistry, showcasing how the spatial arrangement of atoms can significantly influence chemical properties and biological activities.

Some intriguing facts about this compound include:

  • Biochemical significance: Compounds like this one can play crucial roles in biological systems, potentially acting as precursors to important pharmaceuticals.
  • Stereoisomerism: With its numerous chiral centers, the compound can exist in multiple optical isomers, which can lead to variations in activity and interaction with biological molecules.
  • Potential applications: The structural features of this compound suggest potential applications in medicinal chemistry, particularly in the design of new therapeutic agents.
  • Natural product inspiration: Many spiro compounds are inspired by structures found in nature, leading to the development of synthetic strategies that mimic these complex architectures.

As stated in a famous quote from notable chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." This embodies the essence of exploring the myriad possibilities presented by complex organic compounds like this one. Each unique structure provides a pathway for discovery in both theoretical and applied chemistry.

Researchers continue to investigate the properties and reactions of such complex molecules, revealing secrets that could benefit various fields including pharmaceuticals, materials science, and beyond. Understanding the nuances of these compounds is essential as we delve deeper into the molecular mechanisms that govern life.

Synonyms
JERVINE
469-59-0
Jerwiny [Polish]
Jerwiny
jervin
HSDB 3502
NSC 7520
EINECS 207-417-9
NSC 23898
UNII-19V3ECX465
BRN 0059109
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
19V3ECX465
JERVINE [HSDB]
NSC-7520
JERVINE [MI]
NSC-23898
DTXSID70895026
Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3beta,23beta)-
17,23beta-Epoxy-3beta-hydroxyveratraman-11-one
Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3-beta,23-beta)-
4-27-00-03590 (Beilstein Handbook Reference)
Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10, 11B-tetramethyl-
Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3.beta.,23.beta.)-
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
SPIRO(9H-BENZO(A)FLUORENE-9,2'(3'H)-FURO(3,2-B)PYRIDIN)-11(1H)-ONE, 2,3,3'A,4,4',5',6,6',6A,6B,7,7',7'A,8,11A,11B-HEXADECAHYDRO-3-HYDROXY-3',6',10,11B-TETRAMETHYL-, (2'R,3S,3'R,3'AS,6'S,6AS,6BS,7'AR,11AS,11BR)-
17,23.beta.-Epoxy-3.beta.-hydroxyveratraman-11-one
(1'S,2R,2'R,3R,3aS,5'S,6S,7aR,10'S,11'S)-5'-hydroxy-2',3,6,15'-tetramethyl-3a,4,5,6,7,7a-hexahydro-3H-spiro(furo(3,2-b)pyridine-2,14'-tetracyclo(8.7.0.02,7.011,16)heptadecane)-7',15'-dien-17'-one
(1'S,2R,2'R,3R,3aS,5'S,6S,7aR,10'S,11'S)-5'-hydroxy-2',3,6,15'-tetramethyl-3a,4,5,6,7,7a-hexahydro-3H-spiro[furo[3,2-b]pyridine-2,14'-tetracyclo[8.7.0.02,7.011,16]heptadecane]-7',15'-dien-17'-one
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro(1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo(a)fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo(3,2-b)pyridine)-11-one
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro(1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo(a)fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo(3,2-b)pyridine)-11-one
Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-
DTXCID701324585
17,23betaEpoxy3betahydroxyveratraman11one
17,23 beta-epoxy-3 beta-hydroxyveratraman-11-one
Veratraman11one, 17,23epoxy3hydroxy, (3beta,23beta)
Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3-beta,23-beta)-(9CI)
Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3beta,23beta)-(9CI)
207-417-9
Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-
Spiro(9Hbenzo(a)fluorene9,2'(3'H)furo(3,2b)pyridin)11(1H)one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11bhexadecahydro3hydroxy3',6',10,11btetramethyl
clexyflhgfjont-hafpwrtesa-n
clexyflhgfjont-uhfffaoysa-n
Iervin
11-Ketocyclopamine
MFCD01684066
CHEBI:6088
CHEMBL186779
NSC23898
NSC7520
Veratraman-11-one,23-epoxy-3-hydroxy-, (3.beta.,23.beta.)-
Jervine?
WLN: L D6 B566 CV FX DU LUTJ A1 E1 OQ F-& CT56 BOX FMTJ D1 H1
Spiro[9H-benzo[a]fluorene-9,2-b]-pyridin]-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-
Jervine (Standard)
JervineJerwiny [Polish]
SCHEMBL61568
HY-N0836R
GLXC-02574
EX-A4773
HY-N0836
MSK20550
BDBM50170645
HB3083
Jervine, >=98% (HPLC), powder
s4747
AKOS025405251
CCG-208226
FJ24747
AC-33966
BS-17082
DA-54523
Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy- 3',6',10,11b-tetramethyl-
J0009
NS00009537
Q3278036
(3?,23?)-17,23-Epoxy-3-hydroxyveratraman-11-one
(3beta, 23beta)-17,23-Epoxy-3-hydroxyveratraman-11-one
(3beta,23beta)-17,23-Epoxy-3-hydroxyveratraman-11-one
(3S,3'R,3'AS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexah
(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
5''-hydroxy-2'',3,6,15''-tetramethyl-(1''S,2''R,2''R,3R,3aS,5''S,6S,7aR,10''S,11''S)-spiro[perhydrofuro[3,2-b]pyridine-2,14''-tetracyclo[8.7.0.02,7.011,16]heptadeca-7'',15''-diene]-17''-one