5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone

Basic Information

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CAS Number

517-88-4

Molecular Formula

C16H16O5

Molecular Weight

288.3 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

149°

Boiling Point

567.4ºC at 760mmHg

Density

1.373g/cm3

Flash Point

311ºC

Solubility

DMSO,Methanol; Acetontrile

Refractive Index

1.642

Specific Rotation

20Cd -165° (benzene); -226° (chloroform). Also reported as -254 ± 7° (chloroform) (Toribara)

SMILES

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CC(=CC[C@@H](C1=CC(=O)c2c(ccc(c2C1=O)O)O)O)C

InChI

InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m0/s1

InChIKey

NEZONWMXZKDMKF-JTQLQIEISA-N

LogP

2.120400000000001

Topological Polar Surface Area

94.83000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

501

Safety Information

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Storage Conditions

2-8℃

Toxicity

LD50 in male, female mice, rats (g/kg): 3.0 ± 1.0; 3.1 ± 0.1; >1.0 orally (Majlathova)

Synonyms & References

English

Alkannin
5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
ALKANNIN(P)
Shikonin
(-)-Shikonin
(S)-5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione
AC1Q6B9A
Alkanet extract (VAN)
Alkanna red (VAN)
Alkannin (VAN)
Anchusa acid (VAN)
Anchusin (VAN)
CHEMBL28457
SureCN33968
WAKO013-19901
(-)-Shikonin,Alkannin
075CRZ9995
C.I. Natural Red 20 (VAN)
C.I. 75530 (VAN)
Alkannin, analytical standard
(S)-5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl
(-)-Alkannin
Alkanna red,C.I. 75530,C.I.Natural Red 20,NSC 94524

MDL Number

MFCD00189414

FAQ

What regulatory guidelines apply to 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4)?

Regulatory guidelines for 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) include GHS classification for hazardous materials, REACH regulations for EU member states, and FDA/EPA requirements for use in the US. These guidelines cover safety data sheets (SDS), risk assessments, and proper labeling. Additionally, the compound may be subject to national and international import/export regulations.

Are there alternatives to 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) in synthesis?

Alternatives to 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) in synthesis include other naphthoquinones and their derivatives. Common alternatives include 1,4-naphthoquinone and 2,6-dimethyl-1,4-naphthoquinone. These compounds can serve similar functions in chemical reactions and applications.

What is the market or research trend for 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4)?

The market for 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) is relatively niche, with increasing interest in its potential applications in pharmaceuticals, cosmetics, and material science. Research trends include exploring its antioxidant properties and its use as a sensitizing agent in photodynamic therapy. Market trends show a growing demand due to its unique chemical structure and potential health benefits.

How should waste containing 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) be handled?

Waste containing 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone (CAS: 517-88-4) should be collected in appropriate containers and stored separately to prevent contamination. Waste disposal should follow local regulations, potentially involving incineration or professional waste disposal services. Environmental protection measures include ensuring no spillage or leakage during handling and transport to minimize environmental impact.