Dihydroartemisinic acid

HCID 11020893CAS 85031-59-0

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Grundinformationen

Standard-SMILES: CC1=C[C@H]2[C@@H](CC1)[C@H](C)CC[C@H]2[C@@H](C)C(=O)O
InChIKey: JYGAZEJXUVDYHI-DGTMBMJNSA-N
Summenformel: C15H24O2
Durchschnittliche Molmasse: 236,35 g/mol
Monoisotopische Masse: 236,17763

Namen und Bezeichner

Bevorzugter Name: Dihydroartemisinic acid
IUPAC: (2R)-2-[(1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propanoic acid
Englischer Name: DihydroarteMisinic acid
Summenformel: C15H24O2
Molmasse: 236.35

Namen und Synonyme

dihydroartemisinic acid85031-59-0dihydroarteannuic acidCHEBI:144078RefChem:133722Dihydroqinghao acid(2R)-2-[(1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propanoic AcidMFCD16876168(R)-2-((1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)propanoic acidDihydro-artmisinic aciddihydro artemisinic acid(R)-2-((1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)propanoicacid

Weitere Namen anzeigen

(2R)-dihydroartemisinic acidproduct/154911DihydroarteMisinic acid USP/EP/BP1-Naphthaleneacetic acid, 1,2,3,4,4a,5,6,8a-octahydro-α,4,7-trimethyl-, (αR,1R,4R,4aS,8aS)-2-(4,7-dimethyl-(1α-H),2,3,(4β-H),(4aα-H),5,6,(8aα-H)-octahydronaphthalen-1-yl)propionic acid

(aR,1R,4R,4aS,8aS)-1,2,3,4,4a,5,6,8a-Octahydro-a,4,7-trimethyl-1-naphthaleneacetic Acid; Dihydroarteannuic Acid; Dihydroqinghao Acid; [1R-[1a(R*),4ss,4ass,8ass]]-1,2,3,4,4a,5,6,8a-Octahydro-a,4,7-trimethyl-1-naphthaleneacetic Acid;Dihydroartemisinsaure(-)-dihydroartemisinic acidA917753orb1297699SCHEMBL1446617CHEMBL5192325THS1455

Datenbank-Bezeichner

CAS: 85031-59-0
PubChem CID: 11020893
ChEMBL: CHEMBL5192325
ChEBI: CHEBI:144078
EC Number: 813-723-9
Nikkaji: J1.110.895D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,9
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 17
Formalladung: 0
Komplexität: 332

Physikochemische Eigenschaften

Schmelzpunkt: 135 · 135-137°C
Siedepunkt: 358.8 · 358.8±11.0 °C(Predicted)
Dichte: 0.999 · 0.999±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), DMSO (Slightly)
pka: 4.65 · 4.65±0.10(Predicted)
Aggregatzustand: Solid
Farbe: White to Off-White
Kosmetik-Inhaltsstoffe Funktionen: SKIN PROTECTING
InChI: InChI=1/C15H24O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10-14H,4-7H2,1-3H3,(H,16,17)/t10-,11-,12+,13+,14+/s3
InChIKey: JYGAZEJXUVDYHI-LAFUBWOENA-N
SMILES: C[C@@H](C(=O)O)[C@H]1[C@]2([H])[C@](CCC(=C2)C)([H])[C@H](C)CC1 |&1:1,5,6,8,15,r|

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesEye Irrit. 2 (100%)

Sicherheitsdaten

Alarmwort: Warnung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H319

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenDihydroartemisinic Acid is produced and its content is increased in Artemisia annua when NAC transcription factor gene (AaNAC1) is overexpressed, which play an important role in response to various abiotic stresses. Also, it is related secondary metabolites of artemisinin which increases in A. annua under cold stress.