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(+)-Alantolactone

(+)-Alantolactone structure

CAS No:
546-43-0
Formula:
C15H20O2
Chemical Name:
(+)-Alantolactone
Synonyms:
Naphtho[2,3-b]furan-2(3H)-one,3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-,(3aR,5S,8aR,9aR)-;Alantolactone;Helenin;4αH-Eudesma-5,11(13)-dien-12-oic acid,8β-hydroxy-,γ-lactone;Naphtho[2,3-b]furan-2(3H)-one,3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-,[3aR-(3aα,5β,8aβ,9aα)]-;(3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one;Alant camphor;Elecampane camphor;Eupatal;Inula camphor;(+)-Alantolactone;NSC 93131;NSC 333843
Categories:
Biochemical Engineering > Chinese Herbs

Description

Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity.

Alantolactone is a sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. It has a role as a plant metabolite, an apoptosis inducer and an antineoplastic agent. It is a sesquiterpene lactone, a naphthofuran and an olefinic compound.

(+)-Alantolactone Basic Attributes

Molecular Weight：

232.32

Exact Mass：

232.32

EC Number：

208-899-3

UNII：

M7GSN5Q1M6

NSC Number：

93131

HScode：

2932209090

Characteristics

PSA：

26.3

XLogP3：

3.7

Appearance：

white to beige

Density：

1.1±0.1 g/cm3

Melting Point：

76 °C

Boiling Point：

275 °C

Flash Point：

111.5±18.2 °C

Refractive Index：

1.534

Water Solubility：

DMSO: soluble 15mg/mL (clear solution)

Storage Conditions：

-20°C

Specific rotation：

D +175° (chloroform)

Collision Cross Section：

149.5 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-43

safety instructions：

26-36-36/37-24/25

Marks：

Precautionary statement(s)：

P280

Hazard Statements：

H317

GHS Classification：

|Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

alantolactone

(+)-Alantolactone Use and Manufacturing

Uses

Alantolactone is sesquiterpene lactone that possesses anti-inflammatory property. Alantolactone have been studied to be developed as a novel agent against human liver cancer.

Use Classification：

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C15 isoprenoids (sesquiterpenes) [PR0103]

Computed Properties

Molecular Weight:232.32
XLogP3:3.7
Hydrogen Bond Acceptor Count:2
Exact Mass:232.146329876
Monoisotopic Mass:232.146329876
Topological Polar Surface Area:26.3
Heavy Atom Count:17
Complexity:421
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of (+)-Alantolactone

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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(+)-Alantolactone

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