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Showing NP-Card for OCT (NP0332444)

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Record Information
Version2.0
Created at2024-01-29 16:01:13 UTC
Updated at2024-09-03 04:19:15 UTC
NP-MRD IDNP0332444
Natural Product DOIhttps://doi.org/10.57994/1684
Secondary Accession NumbersNone
Natural Product Identification
Common NameOCT
DescriptionOCT belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. OCT was first documented in 2024 (PMID: 39311975). Based on a literature review a significant number of articles have been published on OCT (PMID: 39311976) (PMID: 39311802) (PMID: 39311664) (PMID: 39311317) (PMID: 39310639) (PMID: 39310537).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0332444 (OCT)


  Mrv2104 01292416012D          

 22 26  0  0  1  0            999 V2000
    1.0659    0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687    0.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961   -0.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    1.1151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7560    1.9194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9356    1.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5862    0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2196   -0.7881    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8822   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7385    0.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    1.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3393    1.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080    0.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5556   -0.6329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2923   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619   -1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
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 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
Download

3D MOL for NP0332444 (OCT)

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3D SDF for NP0332444 (OCT)

  Mrv2104 01292416012D          

 22 26  0  0  1  0            999 V2000
    1.0659    0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687    0.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961   -0.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    1.1151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7560    1.9194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9356    1.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5862    0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2196   -0.7881    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8822   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7385    0.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    1.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3393    1.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080    0.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5556   -0.6329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2923   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619   -1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 13  7  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
  7 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 10 20  1  6  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332444

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC34C(C)[C@@H]5CC[C@@]3(C)CCC4(C1(C)C)[C@](C)(CC2)O5

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O/c1-13-15-7-8-17(4)10-11-20-16(2,3)14(12-19(13,17)20)6-9-18(20,5)21-15/h13-15H,6-12H2,1-5H3/t13?,14-,15-,17-,18-,19?,20?/m0/s1

> <INCHI_KEY>
PXOKLVAZSTVVAE-HOXJIZQNSA-N

> <FORMULA>
C20H32O

> <MOLECULAR_WEIGHT>
288.475

> <EXACT_MASS>
288.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
34.19866472456923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,8S,10S,13S)-5,10,15,16,16-pentamethyl-9-oxapentacyclo[6.6.1.1^{2,13}.0^{1,5}.0^{2,10}]hexadecane

> <JCHEM_LOGP>
4.434947711666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.192293865271679

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
85.4305

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,8S,10S,13S)-5,10,15,16,16-pentamethyl-9-oxapentacyclo[6.6.1.1^{2,13}.0^{1,5}.0^{2,10}]hexadecane

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0332444 (OCT)
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PDB for NP0332444 (OCT)
HEADER    PROTEIN                                 29-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JAN-24         0                                  
HETATM    1  C   UNK     0       1.990   1.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.488   1.054   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.979  -0.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.621   2.082   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       3.278   3.583   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       5.480   2.190   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.373   0.788   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.274  -0.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.561   0.376   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.877  -1.471   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.113  -0.295   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.845   1.352   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.323   1.941   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.100   3.270   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.054   2.986   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.682   1.866   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.077   0.304   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.771  -1.181   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.279  -2.641   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.276  -2.089   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.129  -1.005   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.427   0.593   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   17                                             
CONECT    3    2                                                            
CONECT    4    2    5    6   22                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13   17                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14    7   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    2    7   18                                             
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18   10                                                       
CONECT   21   18   22                                                       
CONECT   22   21    4                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

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3D PDB for NP0332444 (OCT)
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SMILES for NP0332444 (OCT)
[H][C@]12CC34C(C)[C@@H]5CC[C@@]3(C)CCC4(C1(C)C)[C@](C)(CC2)O5
Download
INCHI for NP0332444 (OCT)
InChI=1S/C20H32O/c1-13-15-7-8-17(4)10-11-20-16(2,3)14(12-19(13,17)20)6-9-18(20,5)21-15/h13-15H,6-12H2,1-5H3/t13?,14-,15-,17-,18-,19?,20?/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H32O
Average Mass288.4750 Da
Monoisotopic Mass288.24532 Da
IUPAC Name(5R,8S,10S,13S)-5,10,15,16,16-pentamethyl-9-oxapentacyclo[6.6.1.1^{2,13}.0^{1,5}.0^{2,10}]hexadecane
Traditional Name(5R,8S,10S,13S)-5,10,15,16,16-pentamethyl-9-oxapentacyclo[6.6.1.1^{2,13}.0^{1,5}.0^{2,10}]hexadecane
CAS Registry NumberNot Available
SMILES
[H][C@]12CC34C(C)[C@@H]5CC[C@@]3(C)CCC4(C1(C)C)[C@](C)(CC2)O5
InChI Identifier
InChI=1S/C20H32O/c1-13-15-7-8-17(4)10-11-20-16(2,3)14(12-19(13,17)20)6-9-18(20,5)21-15/h13-15H,6-12H2,1-5H3/t13?,14-,15-,17-,18-,19?,20?/m0/s1
InChI KeyPXOKLVAZSTVVAE-HOXJIZQNSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCL3, experimental)ctliu@stanford.eduStanfordJack Liu2024-01-29View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentTaxanes and derivatives  
Alternative Parents
Substituents
  • 3,11-cyclotaxane diterpenoid
    • 

  • 8,9-secoeremophilane skeleton
    • 

  • Secoiridoid-skeleton
    • 

  • Oxane
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP4.43ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity85.43 m³·mol⁻¹ChemAxon
Polarizability34.2 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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 LinkOct  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Proenca H, Antunes M, Ferreira JT, Magro P, Faria M, Marques-Neves C: Outcomes of amniotic membrane transplant for refractory macular hole - an optical coherence tomography and autofluorescence long-term study. Graefes Arch Clin Exp Ophthalmol. 2024 Sep 23. doi: 10.1007/s00417-024-06609-4. [PubMed:39311975  ] 
  2. Agarwal A, Banerjee M, Azad SV, Chawla R, Vohra R, Venkatesh P, Kumar V: Evaluation of peripheral retinal degenerations using ultra-widefield swept source optical coherence tomography. Graefes Arch Clin Exp Ophthalmol. 2024 Sep 23. doi: 10.1007/s00417-024-06593-9. [PubMed:39311976  ] 
  3. Xie Y, Sun Y, Shao Y, Tian J, Fu Y, Yang D, Yang Y, Cao K, Zhang Y, Wang H, Wang G, Wang N: Impact of Acute Short-term Hypobaric Hypoxia on Anterior Chamber Geometry. J Glaucoma. 2024 Sep 24. doi: 10.1097/IJG.0000000000002498. [PubMed:39311802  ] 
  4. Lemire D, Dumas T, Guillaumont D, Solari PL, Menut D, Giusti F, Arrachart G, Dourdain S, Pellet-Rostaing S: Molecular and Supramolecular Study of Uranium/Plutonium Liquid-Liquid Extraction with N,N-Dialkylamides. Inorg Chem. 2024 Sep 23. doi: 10.1021/acs.inorgchem.4c02880. [PubMed:39311664  ] 
  5. McNeely RN, McGinnity K, Stewart S, Pazo EE, Moutari S, Moore JE: A Multi Comparison of 8 Different Intraocular Lens Biometry Formulae, Including a Machine Learning Thin Lens Formula (MM) and an Inbuilt Anterior Segment Optical Coherence Tomography Ray Tracing Formula. Vision (Basel). 2024 Aug 28;8(3):49. doi: 10.3390/vision8030049. [PubMed:39311317  ] 
  6. Abbas MA, Al-Wassit AS, Ismail M: The Effect of Pan-Retinal Photocoagulation on Central Macular Thickness in a Sample of Iraqi Patients With Proliferative Diabetic Retinopathy. Cureus. 2024 Aug 23;16(8):e67616. doi: 10.7759/cureus.67616. eCollection 2024  Aug. [PubMed:39310639  ] 
  7. Agrawal T, More P, Paranjpe R, Vatkar V, Potdar PP: Dystrophia Adiposa Corneae: An Out-of-the-Box Diagnosis. Cureus. 2024 Aug 23;16(8):e67580. doi: 10.7759/cureus.67580. eCollection 2024  Aug. [PubMed:39310537  ] 
  8. Kim JW, Wei S, Zhang P, Gehlbach P, Kang JU, Iordachita I, Kobilarov M: Towards Autonomous Retinal Microsurgery Using RGB-D Images. IEEE Robot Autom Lett. 2024 Apr;9(4):3807-3814. doi: 10.1109/lra.2024.3368192.  Epub 2024 Feb 21. [PubMed:39309968  ] 
  9. Pandey AK, Rout A, Gampa P, Khan MA, Singh AK, Chauhan R: A spectral domain optical coherence tomography (SD-OCT) study of intraretinal hyperreflective foci and its relationship with visual acuity and grades of retinopathy among patients of diabetes mellitus in Indian population. Med J Armed Forces India. 2024 Sep-Oct;80(5):572-577. doi:  10.1016/j.mjafi.2024.04.019. Epub 2024 Jul 3. [PubMed:39309581  ] 
  10. Walha Y, Rekik M, Moalla KS, Kammoun S, Ayadi O, Mhiri C, Dammak M, Trigui A: Evaluation of nerve fiber layer and ganglion cell complex changes in patients with migraine using optical coherence tomography. eNeurologicalSci. 2024 Sep 4;37:100525. doi: 10.1016/j.ensci.2024.100525.  eCollection 2024 Dec. [PubMed:39309450  ] 
  11. Chatzistergiou V, Lejoyeux R, Bonnin S, Tadayoni R: Prevalence of Fovea Plana in patients with rhegmatogenous retinal detachment. Eur J Ophthalmol. 2024 Sep 23:11206721241286125. doi: 10.1177/11206721241286125. [PubMed:39308451  ] 
  12. Seiger K, Driscoll W, Messele F, Golbari NM, Fan X, Holmes J, Zachary CB: Use of Optical Coherence Tomography to Assess Properties of Cutaneous Defects Following Radiofrequency Microneedling and Laser Treatment. Lasers Surg Med. 2024 Nov;56(9):762-769. doi: 10.1002/lsm.23840. Epub 2024 Sep  22. [PubMed:39308122  ] 
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