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04626

Supelco

Hop-22(29)-ene solution

0.1 mg/mL in isooctane, analytical standard

Synonym(s):

Diploptene

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About This Item

Empirical Formula (Hill Notation):
C30H50
CAS Number:
1615-91-4
Molecular Weight:
410.72
EC Number:
208-759-1
MDL number:
MFCD00216319
UNSPSC Code:
85151701
PubChem Substance ID:
329747961
NACRES:
NA.24

grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

concentration

0.1 mg/mL in isooctane
100 μg/mL in isooctane

application(s)

food and beverages

format

single component solution

storage temp.

−20°C

SMILES string

[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CCCC(C)(C)[C@]5([H])CC[C@@]34C)[C@@]1(C)CC[C@@H]2C(C)=C

InChI

1S/C30H50/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h21-25H,1,9-19H2,2-8H3/t21-,22+,23+,24-,25-,27+,28+,29-,30-/m1/s1

InChI key

HHXYJYBYNZMZKX-PYQRSULMSA-N

General description

Certan Vial

Signal Word

Danger

Hazard Statements

H225,H304,H315,H336,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

10.4 °F - closed cup

Flash Point(C)

-12 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4637
BCCG6076
BCCD9044
BCBZ9207
BCBW3243

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M Rohmer et al.
European journal of biochemistry, 112(3), 541-547 (1980-12-01)
1. A cell-free system from the bacterium Acetobacter pasteurianum was incubated with [12-3H]squalene; diploptene and diplopterol, hopanoids normally present in the bacterium, were labelled. Their radioactivity was confirmed by purification using thin-layer chromatography, synthesis of derivatives and recrystallization to constant
M Perzl et al.
Microbiology (Reading, England), 143 ( Pt 4), 1235-1242 (1997-04-01)
With the help of a PCR-based screening method, the gene encoding squalenehopene cyclase (SHC) of Bradyrhizobium japonicum USDA 110 was isolated from a cosmid library. The SHC catalyses the cyclization of squalene to hopanoids, a class of triterpenoid lipids recently
Seiichi P T Matsuda et al.
Organic & biomolecular chemistry, 4(3), 530-543 (2006-02-01)
Most quantum mechanical studies of triterpene synthesis have been done on small models. We calculated mPW1PW91/6-311+G(2d,p)//B3LYP/6-31G* energies for many C30H51O+ intermediates to establish the first comprehensive energy profiles for the cationic cyclization of oxidosqualene to lanosterol, lupeol, and hopen-3beta-ol. Differences
H Schulenberg-Schell et al.
Analytical biochemistry, 181(1), 120-124 (1989-08-15)
A rapid and sensitive method for determination of various hopanoids in microorganisms is described. Tetrahydroxybacteriohopane (THBH), THBH-ether and -glycoside were acetylated with acetanhydride/pyridine and were separated on a C18 reversed-phase HPLC column with a gradient of acetonitrile in methanol and
Lidia Smentek et al.
Journal of the American Chemical Society, 132(48), 17111-17117 (2010-11-18)
The long-standing question of what is the nature of the cyclization of squalene to form tetracyclic and pentacyclic triterpenes has been addressed computationally. Using the DFT method with an intrinsic reaction coordinate calculation, we find that the first three rings
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