Cannabigerolic Acid
Grundinformationen
- CAS
25555-57-1- Standard-SMILES
CCCCCc1cc(O)c(C/C=C(\C)CCC=C(C)C)c(O)c1C(=O)O- InChIKey
SEEZIOZEUUMJME-FOWTUZBSSA-N- Summenformel
- C22H32O4
- Durchschnittliche Molmasse
- 360,5 g/mol
- Monoisotopische Masse
- 360,2300595
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- Cannabigerolic Acid
- IUPAC
- 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoic acid
- Englischer Name
- cannabigerolic acid
- Summenformel
- C22H32O4
- Molmasse
- 360.49
Namen und Synonyme
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
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- CAS
25555-57-1- PubChem CID
- 6449999
- DTXSID
DTXSID401315426- ChEMBL
CHEMBL463843- ChEBI
CHEBI:67081- UNII
- 80I4ZM847Y
- EC Number
- 950-268-6
- Nikkaji
- J19.302J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 7,5
- Polarare Oberfläche (TPSA)
- 77,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 26
- Formalladung
- 0
- Komplexität
- 490
Experimentelle und physikochemische Eigenschaften
DrugsDEA NFLIS-Drug Category -> Cannabinoids
LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Other aromatic polyketides [PK1312]
Endocrine DisruptorsPotential endocrine disrupting compound
Physikochemische Eigenschaften
- Siedepunkt
- 535.7 · 535.7±50.0 °C(Predicted)
- Dichte
- 1.082 · 1.082±0.06 g/cm3(Predicted)
- Flammpunkt
- 9 ℃ · 9℃
- storage temp.
- -70 °C · -70°C
- pka
- 3.42 · 3.42±0.43(Predicted)
- Aggregatzustand
- A neat solid
- Major Application
- cannabis testingcannabis testing
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING - MISCELLANEOUS
- 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
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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.
Gefahrenhinweise
Regulatory InformationStatus: Active Update: 04-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32802
Hazard Classes and CategoriesAcute Tox. 4 (40%)
Sicherheitsdaten
- wgk
- 2
- ridadr
- UN 1648 3 / PGII
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
Chemie und Industrie
Anwendungen
Verwendencannabigerolic 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).
Anbieter17 Anbieter
成都健腾生物技术有限公司028-85159085 · [email protected]
深圳创元生物医药科技有限公司0755-26916280 13602537306
上海九芳科技有限公司021-61150629 15921749159 · [email protected]
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]
泰州布莱泽生物医药科技有限公司0523-86112008 13915404123 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
泰州布莱泽生物医药科技有限公司0523-86112008 13915404123 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318584237 · [email protected]
上海莫奇生物科技有限公司13341702378 · [email protected]
厦门沃克沃德医药科技有限公司15921822462 15921822462 · [email protected]
Ergänzende Hinweise
DefinitionChEBI: 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.
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