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Record Information
Version1.0
Created at2021-06-21 00:44:57 UTC
Updated at2021-06-30 00:18:54 UTC
NP-MRD IDNP0043302
Secondary Accession NumbersNone
Natural Product Identification
Common Namecarinatin G
Provided ByJEOL DatabaseJEOL Logo
DescriptionCarinatin G belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. carinatin G is found in Gardenia carinata. It was first documented in 2021 (PMID: 34130340). Based on a literature review a significant number of articles have been published on Carinatin G (PMID: 34130330) (PMID: 34130328) (PMID: 34130324) (PMID: 34130322).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H46O4
Average Mass470.6940 Da
Monoisotopic Mass470.33961 Da
IUPAC Name(3R,3aR,5aR,7R,8S,10aR,10bS)-8-(3-hydroxyprop-1-en-2-yl)-3a,10b-dimethyl-3-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-dodecahydro-1H-spiro[cyclohepta[e]indene-7,2'-oxolane]-5'-one
Traditional Name(3R,3aR,5aR,7R,8S,10aR,10bS)-8-(3-hydroxyprop-1-en-2-yl)-3a,10b-dimethyl-3-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-decahydro-1H-spiro[cyclohepta[e]indene-7,2'-oxolane]-5'-one
CAS Registry NumberNot Available
SMILES
[H]OC([H])([H])C(=C([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@]2([H])[C@]([H])(C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]23C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[C@@]11OC(=O)C([H])([H])C1([H])[H]
InChI Identifier
InChI=1S/C30H46O4/c1-19(2)15-23(32)16-20(3)24-10-13-29(6)26-8-7-25(21(4)18-31)30(14-11-27(33)34-30)17-22(26)9-12-28(24,29)5/h15,20,22,24-26,31H,4,7-14,16-18H2,1-3,5-6H3/t20-,22-,24-,25+,26-,28-,29+,30-/m1/s1
InChI KeyPTKAYKCPSSLLRH-ONJSUUFZSA-N
Spectra
Spectrum TypeDescriptionDepositor IDDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated)Wishart Lab2021-06-20View Spectrum
Species
Species of Origin
Species NameSourceReference
Gardenia carinata
    • Kongkum, N., et al, J. Nat. Prod. 76, 530 (2013)
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentTerpene lactones
Alternative Parents
Substituents
  • Terpene lactone
  • Sesquiterpenoid
  • Pinguisane sesquiterpenoid
  • Gamma butyrolactone
  • Acryloyl-group
  • Enone
  • Oxolane
  • Alpha,beta-unsaturated ketone
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.72ALOGPS
logP5.8ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)15.16ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity136.45 m³·mol⁻¹ChemAxon
Polarizability54.88 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
External Links
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID29414692
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71665315
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Favaloro EJ, Henry BM, Lippi G: COVID-19 and Antiphospholipid Antibodies: Time for a Reality Check? Semin Thromb Hemost. 2021 Jun 15. doi: 10.1055/s-0041-1728832. [PubMed:34130340 ]
  2. Staubach P, Koch AK, Langhorst J, Schreiber S, Rocken C, Helwig U: Expression of the fructose transporter GLUT5 in patients with fructose malabsorption. Z Gastroenterol. 2021 Jun;59(6):531-539. doi: 10.1055/a-1156-4386. Epub 2021 Jun 15. [PubMed:34130330 ]
  3. Rohe AM, Kostev K, Sesterhenn AM: [Impact of the COVID-19 pandemic on consultations and diagnosis in ENT practices in Germany]. Laryngorhinootologie. 2021 Jun 15. doi: 10.1055/a-1510-9686. [PubMed:34130328 ]
  4. Vogelbacher LC, Thimme R: [Unusual cause of a PCT-elevation]. Dtsch Med Wochenschr. 2021 Jun;146(12):818-820. doi: 10.1055/a-1442-5519. Epub 2021 Jun 15. [PubMed:34130324 ]
  5. Schnabel RB, Hausler KG: [Cardiac diagnostics after ischemic stroke or transitory ischemic attack]. Dtsch Med Wochenschr. 2021 Jun;146(12):801-808. doi: 10.1055/a-1221-7095. Epub 2021 Jun 15. [PubMed:34130322 ]
  6. Kongkum, N., et al. (2013). Kongkum, N., et al, J. Nat. Prod. 76, 530 (2013). J. Nat. Prod..