Np mrd loader

Record Information
Version1.0
Created at2021-11-12 23:53:38 UTC
Updated at2021-11-26 17:46:07 UTC
NP-MRD IDNP0044162
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-acetylganodermadiol
Description3-Acetyl-ganodermadiol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. It was first documented in 2020 (PMID: 34756847). Based on a literature review a significant number of articles have been published on 3-acetyl-ganodermadiol (PMID: 34758541) (PMID: 34758536) (PMID: 34758537) (PMID: 34758548) (PMID: 34758547) (PMID: 34758546).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC32H50O3
Average Mass482.7490 Da
Monoisotopic Mass482.37600 Da
IUPAC Name(2S,5S,7R,11R,14R,15R)-14-[(2R,5E)-7-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-5-yl acetate
Traditional Name(2S,5S,7R,11R,14R,15R)-14-[(2R,5E)-7-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-5-yl acetate
CAS Registry NumberNot Available
SMILES
[H][C@@]1(CC[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@H](CC[C@]4(C)C3=CC[C@]12C)OC(C)=O)[C@H](C)CC\C=C(/C)CO
InChI Identifier
InChI=1S/C32H50O3/c1-21(20-33)10-9-11-22(2)24-14-18-32(8)26-12-13-27-29(4,5)28(35-23(3)34)16-17-30(27,6)25(26)15-19-31(24,32)7/h10,12,15,22,24,27-28,33H,9,11,13-14,16-20H2,1-8H3/b21-10+/t22-,24-,27+,28+,30-,31-,32+/m1/s1
InChI KeyXZPGUQWQPJEACY-UIAQYYJJSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
  • Ganoderma hainanense
  • 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
    • 26-hydroxysteroid
    • Cholane-skeleton
    • Monohydroxy bile acid, alcohol, or derivatives
    • Hydroxy bile acid, alcohol, or derivatives
    • Bile acid, alcohol, or derivatives
    • Steroid ester
    • 14-alpha-methylsteroid
    • Steroid
    • Delta-7-steroid
    • Fatty alcohol
    • Fatty acyl
    • Carboxylic acid ester
    • Monocarboxylic acid or derivatives
    • Carboxylic acid derivative
    • Organic oxygen compound
    • Organic oxide
    • Hydrocarbon derivative
    • Primary alcohol
    • 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
    logP8.3ALOGPS
    logP6.51ChemAxon
    logS-6ALOGPS
    pKa (Strongest Acidic)16.64ChemAxon
    pKa (Strongest Basic)-2.1ChemAxon
    Physiological Charge0ChemAxon
    Hydrogen Acceptor Count2ChemAxon
    Hydrogen Donor Count1ChemAxon
    Polar Surface Area46.53 ŲChemAxon
    Rotatable Bond Count7ChemAxon
    Refractivity146.59 m³·mol⁻¹ChemAxon
    Polarizability60.01 ųChemAxon
    Number of Rings4ChemAxon
    BioavailabilityYesChemAxon
    Rule of FiveNoChemAxon
    Ghose FilterNoChemAxon
    Veber's RuleNoChemAxon
    MDDR-like RuleYesChemAxon
    HMDB IDNot Available
    DrugBank IDNot Available
    Phenol Explorer Compound IDNot Available
    FoodDB IDNot Available
    KNApSAcK IDNot Available
    Chemspider IDNot Available
    KEGG Compound IDNot Available
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkNot Available
    METLIN IDNot Available
    PubChem Compound146682471
    PDB IDNot Available
    ChEBI IDNot Available
    Good Scents IDNot Available
    References
    General References
    1. Dai Y, Wang YH, An Y, Lu C, Zhang HH, Fan XT, Wei PH, Ren LK, Shan YZ, Zhao GG: [Observation of efficacy and safety of stereotactic-EEG-guided three-dimensional radiofrequency thermocoagulation for the treatment of drug-resistant insular epilepsy]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3386-3392. doi: 10.3760/cma.j.cn112137-20210505-01057. [PubMed:34758541 ]
    2. Ren SQ, Wei Y, Wang YQ, Ou Y, Wang Q, Feng HL, Luo C, Nie Y, Lyu Q, Fan SD, Zhou F, Chen ZJ, Zhong S, Tian JZ, Wang D: [Comparison of single incision robot-assisted laparoscopic radical prostatectomy with and without extraperitoneal special channel device]. Zhonghua Yi Xue Za Zhi. 2021 Nov 2;101(40):3345-3350. doi: 10.3760/cma.j.cn112137-20210303-00545. [PubMed:34758536 ]
    3. Xi WW, Cao L, Huo HL, Wang CC, Wu J, Zhang JJ: [Clinical analysis of two brothers with Imerslund-Grasbeck syndrome]. Zhonghua Yi Xue Za Zhi. 2021 Nov 2;101(40):3351-3354. doi: 10.3760/cma.j.cn112137-20210709-01537. [PubMed:34758537 ]
    4. McDonagh MS, Wagner J, Ahmed AY, Morasco B, Kansagara D, Chou R: Living Systematic Review on Cannabis and Other Plant-Based Treatments for Chronic Pain - Quarterly Progress Report/Addendum: September 2021. 2020 Dec. [PubMed:34756847 ]
    5. Zhang WB, Yang QB, Wu SF, Lu SH, Cheng M, Sheng Y, Zhang QC, Yang LF, Yu L, Yan SX: [Application of diffusion-weighted magnetic resonance imaging in evaluating the efficacy of radiotherapy and chemotherapy for esophageal cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3427-3430. doi: 10.3760/cma.j.cn112137-20210709-01544. [PubMed:34758548 ]
    6. Sun Y, Wang DM, Yu H, Liu C, Ji TY, Wang S, Wu Y, Liu XY, Jiang YW, Cai LX, Liu QZ: [The screening of potential biological markers of seizure onset zone in focal cortical dysplasia based on bioinformatics analysis]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3422-3426. doi: 10.3760/cma.j.cn112137-20210331-00779. [PubMed:34758547 ]
    7. Dong HH, Cai YS, Liang XN, Miao JB, Chen QS, Gao YD, Li H: [Analysis of incidence and risk factors for postoperative venous thromboembolism in patients with stage a non-small-cell lung cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3417-3421. doi: 10.3760/cma.j.cn112137-20210418-00929. [PubMed:34758546 ]
    8. Chai YR, Gao JB, Lyu PJ, Liang P, Xing JJ, Liu J: [Comparative study of CT relative enhancement value and subjective visual evaluation for intestinal ischemia in patients with closed loop obstruction]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3411-3416. doi: 10.3760/cma.j.cn112137-20210328-00756. [PubMed:34758545 ]
    9. Yang B, Zhao JL, Huang ZC, Su ZZ, Li MT, Zeng XF, Hu CJ: [Value of IgA antiphospholipid antibodies in diagnosis of the antiphospholipid syndrome]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3404-3410. doi: 10.3760/cma.j.cn112137-20210424-00976. [PubMed:34758544 ]
    10. Liu Z, Zhou J, Guan YG, Zhai F, Wang MY, Wang J, Zhao M, Wang XF, Zhang Y, Teng PF, Luan GM: [Clinical characteristics, surgical treatment and prognosis of rolandic and perirolandic drug-resistant epilepsies]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3380-3385. doi: 10.3760/cma.j.cn112137-20210729-01691. [PubMed:34758540 ]
    11. Chen SC, Wang YH, Fan XT, Wei PH, Ren LK, Shan YZ, Zhao GG: [Safety and short-term efficacy of domestic magnetic resonance-guided laser interstitial thermotherapy in the treatment of drug-resistant epilepsy]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3399-3403. doi: 10.3760/cma.j.cn112137-20210501-01046. [PubMed:34758543 ]
    12. Guo Q, Tan HP, Chen J, Chen MB, Zhang LM, Zhang W, Zheng YL, Tang XW, Zhu D: [Efficacy and safety of conformal thermocoagulation guided by stereotactic electroencephalogram in the treatment of epilepsy caused by focal cortical dysplasia in eloquent cortex]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3393-3398. doi: 10.3760/cma.j.cn112137-20210418-00927. [PubMed:34758542 ]
    13. Tang B, Cui N: [Several key points that need to be concerned in the clinical application of ceftazidime/avibactam]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3365-3370. doi: 10.3760/cma.j.cn112137-20210531-01240. [PubMed:34758539 ]
    14. Zhao GG: [Epilepsy precision treatment towards brain-networks oriented epilepsy surgery]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3361-3364. doi: 10.3760/cma.j.cn112137-20210521-01180. [PubMed:34758538 ]
    15. Peng YG, Wu ZH, Yan RH, Peng XX: [Establishment of reference interval of vitamin A for Chinese children and adolescents based on expectation-maximization algorithm]. Zhonghua Yi Xue Za Zhi. 2021 Nov 2;101(40):3338-3344. doi: 10.3760/cma.j.cn112137-20210728-01671. [PubMed:34758535 ]
    16. Liefeng Ma et al. (2019). Bioassay-guided isolation of lanostane-type triterpenoids as α-glucosidase inhibitors from Ganoderma hainanense. Phytochemistry Letters 29:154-159, February 2019. DOI: 10.1016/j.phytol.2018.12.007. Phytochemistry Letters.