Cycloprop[e]indene-1a,2(1H)-dicarboxaldehyde,3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS,3aS,6aS,6bR)-

Names

[ CAS No. ]:
37841-91-1

[ Name ]:
Cycloprop[e]indene-1a,2(1H)-dicarboxaldehyde,3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS,3aS,6aS,6bR)-

[Synonym ]:
Isovelleral
marasmane
(+)-Isovelleral
MFCD01735881

Chemical & Physical Properties

[ Density]:
1.211g/cm3

[ Boiling Point ]:
322.8ºC at 760mmHg

[ Molecular Formula ]:
C₁₅H₂₀O₂

[ Molecular Weight ]:
232.31800

[ Flash Point ]:
120.9ºC

[ Exact Mass ]:
232.14600

[ PSA ]:
34.14000

[ LogP ]:
2.77300

[ Index of Refraction ]:
1.637

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GZ2245000

CHEMICAL NAME :: Cycloprop(e)indene-1a,2(1H)-dicarboxaldehyde, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS-(1a-alpha,3a-beta,6a-beta,6b-alpha))-

CAS REGISTRY NUMBER :: 37841-91-1

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H20-O2

MOLECULAR WEIGHT :: 232.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 400 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 268,315,1992

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
GZ2245000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Isovellerdiol
(4aS,5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-4a,7,7-trimethyl-4,4,a,5,6,7,8-hexahydro-2(3H)-naphthalenone
(3R,4aS,5S)-3-allyl-5-{[tert-butyl(dimethyl)silyl]oxy}-4a,7,7-trimethyl-4,4,a,5,6,7,8-hexahydro-2(3H)-naphthalenone
(3R,4aS,5S)-3-allyl-5-{[tert-butyl(dimethyl)silyl]oxy}-4a,7,7-trimethyloctahydro-2(1H)-naphthalenone
(1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-1a-[(1E)-propenyl]-octahydrocyclopropa[e]inden-2(1H)-one
(1aR,3aS,6aS,6bR)-1a-allyl-5,5,6b-trimethyloctahydrocyclopropa[e]inden-2(1H)-one
(1S,4aS,7R,8aS)-7-allyl-3,3,8a-trimethyl-6-octadecahydro-1-naphthalenyl methanesulfonate
(1aS,3aR,6aS,6bR)-5,5,6b-trimethyl-1a-[(1E)-propenyl]-1,1a,3a,4,5,6,6a,6b-octahydrocyclopropa[e]inden-2(1H)-yl trifluoromethanesulfonate
(1S,4aS,8aS)-7-allyl-3,3,8a-trimethyl-6-[(trimethylsilyl)oxy]-1,2,3,4,4a,5,8,8a-octahydro-1-naphthalenyl methanesulfonate
(1aS,3aS,8aS,8bR)-7,7,8b-trimethyl-5a,6,7,8,8a,8b-hexadrocyclopropa[e]indeno[5,6-c]furan-4(1H)-one

DownStream

Articles

The stimulation of capsaicin-sensitive neurones in a vanilloid receptor-mediated fashion by pungent terpenoids possessing an unsaturated 1,4-dialdehyde moiety.

Br. J. Pharmacol. 119 , 283-290, (1996)

1. The irritant fungal terpenoid isovelleral caused protective eye-wiping movements in the rat upon intraocular instillation and showed cross-tachyphylaxis with capsaicin, the pungent principle in hot...

Structure-activity relationships for unsaturated dialdehydes. 10. The generation of bioactive products by autoxidation of isovelleral and merulidial.

Acta Chem. Scand. 49(7) , 530-5, (1995)

The autoxidation of the two mutagenic and antimicrobial sesquiterpenes merulidial (1a) and isovelleral (5) generates a number of bioactive products that are suggested to be partly responsible for the ...

Sesquiterpenoid unsaturated dialdehydes increase the concentration of intracellular free Ca2+ in human neuroblastoma SH-SY5Y cells.

Nat. Toxins 2(2) , 89-95, (1994)

The effect of the three sesquiterpenoid unsaturated dialdehydes--polygodial, isovelleral, and epipolygodial--on intracellular free Ca2+ concentration, [Ca2+]i, was investigated in the human neuroblast...

4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
N-Hydroxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbimidoyl chloride
{1-[(1-methyl-1H-pyrazol-3-yl)methyl]cyclopropyl}methanamine
1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
5-Morpholin-4-ylmethyl-1H-pyrrole-2-carbaldehyde
2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
(4-Methyl-tetrahydro-furan-2-yl)-methanol
N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde