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Firefly luciferin

Firefly luciferin structure

CAS No:
2591-17-5
Formula:
C11H8N2O3S2
Chemical Name:
Firefly luciferin
Synonyms:
4-Thiazolecarboxylic acid,4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-,(4S)-;2-Thiazoline-4-carboxylic acid,2-(6-hydroxy-2-benzothiazolyl)-,(-)-;4-Thiazolecarboxylic acid,4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-,(S)-;(4S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid;Luciferin (firefly);Luciferin;Firefly luciferin;D-(-)-Luciferin;D-Luciferin;(S)-Luciferin (firefly);Beetle luciferin;BrightGlo;(4S)-2-(6-Hydroxybenzothiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid;BriteLite substrate;(4S)-2-(6-Hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid;32810-27-8
Categories:
Specialty Chemicals

Description

D-luciferin is the natural substrate of luciferases that catalyze the production of light in bioluminescent insects.

Photinus luciferin is a 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position. It has a role as a luciferin. It is a member of benzothiazoles, a 1,3-thiazolemonocarboxylic acid and an imidothioate. It is a conjugate acid of a Photinus luciferin(1-). It is an enantiomer of an ent-Photinus luciferin.

Firefly luciferin Basic Attributes

Molecular Weight：

280.32300

Exact Mass：

280.32

EC Number：

219-981-3

UNII：

5TBB02N29K

HScode：

2934999090

Characteristics

PSA：

136.32000

XLogP3：

1.38410

Appearance：

off-white to light yellow powder

Density：

1.81g/cm3

Melting Point：

200-204ºC

Boiling Point：

473.7ºC at 760mmHg

Flash Point：

240.3ºC

Refractive Index：

1.865

Storage Conditions：

-20ºC

Vapor Pressure：

0mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26; S36/37/39

Marks：

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

D-luciferin

Firefly luciferin Use and Manufacturing

In the assay of ATP.

Computed Properties

Molecular Weight:280.3
XLogP3:2.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:279.99763447
Monoisotopic Mass:279.99763447
Topological Polar Surface Area:136
Heavy Atom Count:18
Complexity:391
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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