3-[(E)-3,7-ジメチル-2,6-オクタジエニル]-2,4-ジヒドロキシ-6-ペンチル安息香酸

Cannabigerolic Acid

HCID 6449999

基本情報

CAS: 25555-57-1
標準SMILES: CCCCCc1cc(O)c(C/C=C(\C)CCC=C(C)C)c(O)c1C(=O)O
InChIKey: SEEZIOZEUUMJME-FOWTUZBSSA-N
分子式: C22H32O4
平均分子量: 360.5 g/mol
単同位体質量: 360.2300595

概要

Cannabigerolic acid is a dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to 9-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. It is a dihydroxybenzoic acid, a diterpenoid, a polyketide, a member of resorcinols and a phytocannabinoid. It is functionally related to an olivetolic acid. It is a conjugate acid of a cannabigerolate.

名称と識別子

優先名称: Cannabigerolic Acid
IUPAC: 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoic acid
現地名: 3-[(E)-3,7-ジメチル-2,6-オクタジエニル]-2,4-ジヒドロキシ-6-ペンチル安息香酸
英語名: cannabigerolic acid
分子式: C22H32O4
分子量: 360.49

名称と別名

Cannabigerolic acid25555-57-180I4ZM847YCHEBI:67081DTXSID401315426(E)-3-(3,7-Dimethyl-2,6-octadienyl)-2,4-dihydroxy-6-pentylbenzoic acid3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoic acid3-((2E)-3,7-dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoic acidRefChem:5642DTXCID501745335CBGAUNII-80I4ZM847Y

名称をさらに表示

カンナビゲロール酸2,4-ジヒドロキシ-3-[(2E)-3,7-ジメチル-2,6-オクタジエニル]-6-ペンチル安息香酸3-[(E)-3,7-ジメチル-2,6-オクタジエニル]-2,4-ジヒドロキシ-6-ペンチル安息香酸cannabigerolicaci(E)-Cannabigerolic AcidCannabigerolic Acid (CRM)Cannabigerolic acid solutionCannabigerolic Acid (Alt. Batch CRM)Cannabigerolic acid (CBGA) in AcetonitrileCannabigerolic acid (CBGA) 100 μg/mL in Acetonitrile

3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-pentylbenzoic acidBenzoic acid, 3-(3,7-dimethyl-2,6-octadienyl)-2,4-dihydroxy-6-pentyl-, (E)-Cannabigerolic acid (CBGA)SEEZIOZEUUMJME-FOWTUZBSSA-NA1CGBCHEMBL463843orb1690779SCHEMBL9909324

データベース識別子

CAS: 25555-57-1
PubChem CID: 6449999
DTXSID: DTXSID401315426
ChEMBL: CHEMBL463843
ChEBI: CHEBI:67081
UNII: 80I4ZM847Y
EC Number: 950-268-6
Nikkaji: J19.302J

物性

構造計算による物性

XLogP: 7.5
極性表面積: 77.8 Å²
水素結合供与体数: 3
水素結合受容体数: 4
回転可能結合数: 10
重原子数: 26
形式電荷: 0
複雑度: 490

実験および物理化学的性質

DrugsDEA NFLIS-Drug Category -> Cannabinoids

LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Other aromatic polyketides [PK1312]

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

沸点: 535.7 · 535.7±50.0 °C(Predicted)
比重(密度): 1.082 · 1.082±0.06 g/cm3(Predicted)
闪点: 9 ℃ · 9℃
貯蔵温度: -70 °C · -70°C
酸解離定数(Pka): 3.42 · 3.42±0.43(Predicted)
外見: A neat solid
主な用途: 大麻検査大麻検査
化粧品成分の機能: スキンコンディショニング - その他
InChI: 1S/C22H32O4/c1-5-6-7-11-17-14-19(23)18(21(24)20(17)22(25)26)13-12-16(4)10-8-9-15(2)3/h9,12,14,23-24H,5-8,10-11,13H2,1-4H3,(H,25,26)/b16-12+
InChIKey: SEEZIOZEUUMJME-FOWTUZBSSA-N
SMILES: Oc1c(c(cc(c1C(=O)O)CCCCC)O)C\C=C(\CCC=C(C)C)/C

化学的性質

化学的特性white to slightly yellowish crystalline powder.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 60% (3 of 5) of all reports.

Warning

H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 04-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32802

Hazard Classes and CategoriesAcute Tox. 4 (40%)

安全データ

wgk: 2
ridadr: UN 1648 3 / PGII
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 2 件

使用cannabigerolic acid (CBGA), a major biosynthetic precursor molecule in cannabis,exhibits divergent effects on seizures in mouse models of epilepsy. CBGA is generated from geranyl pyrophosphate and olivetolic acid by Cannabis sativaprenyltransferase (CsPT4).

一般的な説明A non-psychoactive cannabinoid, cannabigerolic acid (CBGA), is the precursor to THCA, CBDA, and CBCA cannabinoids in Cannabis. Cannabigerolic acid reportedly has efficacy in treatment of cancer and schizophrenia. This Certified Spiking Solution is suitable for CBGA testing methods by HPLC, LC/MS, or GC/MS for applications in testing of Cannabis potency or impurity profiling, pharmaceutical research, and forensic analysis. Cerilliant solution Certified Reference Materials (CRMs) of cannabinoids are supplied in a convenient, quantitative, US DEA-exempt solution format and with TK#s for Canadian customers.

サプライヤー17 社

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Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]

广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]

補足説明 · 1 件

定義ChEBI: Cannabigerolic acid is a dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. It is a dihydroxybenzoic acid, a diterpenoid, a polyketide, a member of resorcinols and a phytocannabinoid. It is functionally related to an olivetolic acid. It is a conjugate acid of a cannabigerolate.

化合物ノート

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