Np mrd loader

Record Information
Version1.0
Created at2021-06-19 21:59:51 UTC
Updated at2021-06-29 23:58:52 UTC
NP-MRD IDNP0030719
Secondary Accession NumbersNone
Natural Product Identification
Common Nameimberbic acid. 1alpha,3beta-hydroxyimberbic acid
Provided ByJEOL DatabaseJEOL Logo
Description1Alpha,3beta-Dihydroxyoleana-12-ene-29-oic acid, also known as 1α,3β-dihydroxyoleana-12-ene-29-Oate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. imberbic acid. 1alpha,3beta-hydroxyimberbic acid is found in Combretum imberbe. It was first documented in 2021 (PMID: 34128694). Based on a literature review a significant number of articles have been published on 1alpha,3beta-Dihydroxyoleana-12-ene-29-oic acid (PMID: 34106769) (PMID: 34100951) (PMID: 34098144) (PMID: 34097902).
Structure
Thumb
Synonyms
ValueSource
1a,3b-Dihydroxyoleana-12-ene-29-OateGenerator
1a,3b-Dihydroxyoleana-12-ene-29-Oic acidGenerator
1alpha,3beta-Dihydroxyoleana-12-ene-29-OateGenerator
1Α,3β-dihydroxyoleana-12-ene-29-OateGenerator
1Α,3β-dihydroxyoleana-12-ene-29-Oic acidGenerator
Chemical FormulaC30H48O4
Average Mass472.7100 Da
Monoisotopic Mass472.35526 Da
IUPAC Name(2R,4aS,6aS,6bR,8aS,10S,12S,12aR,12bS,14bR)-10,12-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
Traditional Name(2R,4aS,6aS,6bR,8aS,10S,12S,12aR,12bS,14bR)-10,12-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H]OC(=O)[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3(C(=C([H])C([H])([H])[C@]4([H])[C@@]5(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(O[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]5([H])C([H])([H])C([H])([H])[C@@]34C([H])([H])[H])[C@]2([H])C1([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1S/C30H48O4/c1-25(2)20-10-11-29(6)21(30(20,7)23(32)16-22(25)31)9-8-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-28(18,29)5/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21-,22-,23-,26+,27+,28+,29+,30-/m0/s1
InChI KeyYOGJVTKYACIRSN-GVGLLMECSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, C5D5N, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Combretum imberbeJEOL database
    • Katerere, D. R., et al., Phytochemistry 63, 81 (2003)
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP5.89ALOGPS
logP5.29ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity135.1 m³·mol⁻¹ChemAxon
Polarizability55.68 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID10264459
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21633155
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Lv L, Yao C, Yan R, Jiang H, Wang Q, Wang K, Ren S, Jiang S, Xia J, Li S, Yu Y: Lactobacillus acidophilus LA14 Alleviates Liver Injury. mSystems. 2021 Jun 29;6(3):e0038421. doi: 10.1128/mSystems.00384-21. Epub 2021 Jun 15. [PubMed:34128694 ]
  2. Mufrrih M, Chen B, Chan SW: Zika Virus Induces an Atypical Tripartite Unfolded Protein Response with Sustained Sensor and Transient Effector Activation and a Blunted BiP Response. mSphere. 2021 Jun 30;6(3):e0036121. doi: 10.1128/mSphere.00361-21. Epub 2021 Jun 9. [PubMed:34106769 ]
  3. Li M, Yang W, Wen J, Loor JJ, Aboragah A, Wang J, Wang S, Li M, Yu L, Hou X, Xu C, Zhang B: Intracellular Ca2+ signaling and ORAI calcium release-activated calcium modulator 1 are associated with hepatic lipidosis in dairy cattle. J Anim Sci. 2021 Jul 1;99(7). pii: 6294792. doi: 10.1093/jas/skab184. [PubMed:34100951 ]
  4. Spinelli S, Begani G, Guida L, Magnone M, Galante D, D'Arrigo C, Scotti C, Iamele L, De Jonge H, Zocchi E, Sturla L: LANCL1 binds abscisic acid and stimulates glucose transport and mitochondrial respiration in muscle cells via the AMPK/PGC-1alpha/Sirt1 pathway. Mol Metab. 2021 Jun 5;53:101263. doi: 10.1016/j.molmet.2021.101263. [PubMed:34098144 ]
  5. Nishimura K, Iitaka S, Nakagawa H: Effect of trivalent chromium on erythropoietin production and the prevention of insulin resistance in HepG2 cells. Arch Biochem Biophys. 2021 Sep 15;708:108960. doi: 10.1016/j.abb.2021.108960. Epub 2021 Jun 5. [PubMed:34097902 ]
  6. Katerere, D. R., et al. (2003). Katerere, D. R., et al., Phytochemistry 63, 81 (2003) . Phytochem..