NP-MRD: Showing NP-Card for taxadien-5a-ol (NP0332341)

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Record Information

Version

1.0

Created at

2024-01-05 04:01:34 UTC

Updated at

2024-09-03 04:18:52 UTC

NP-MRD ID

NP0332341

DOI

https://doi.org/10.57994/1543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

taxadien-5a-ol

Description

Taxa-4(20),11-dien-5alpha-ol 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. Thus, taxa-4(20),11-dien-5alpha-ol is considered to be an isoprenoid. It was first documented in 1999 (PMID: 27385572). Based on a literature review very few articles have been published on taxa-4(20),11-dien-5alpha-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    2.5733   -1.9174    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4597   -1.1903    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030   -0.8638   -0.3276 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8073   -1.6562   -1.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7643    0.6062   -0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.0422   -1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    0.8085   -0.0873 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8912    1.3207    1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.6927   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926    1.9243    0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8631    0.7524    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4427    0.7373   -1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7591    2.0169   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -0.6246   -1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.5533   -1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3126   -1.5083    0.2895 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1120   -1.3684    0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1064   -0.6574   -0.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1671   -0.3989    0.9974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6220   -0.7982    1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291   -0.1488    2.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7497   -2.2334    2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5538   -2.2768    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -1.0734    0.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6770   -2.1294   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4277    0.6495   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2826    1.2270    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900    2.1564   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    0.5857   -2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    0.6979    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    2.3894    1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765    1.0875    2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204    2.7168   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    1.2653   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.1007    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951    2.8678   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296    2.6773   -1.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    2.6083   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856    1.7694   -2.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201   -0.9676   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328   -0.4607   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550   -2.5842   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314   -1.3602   -1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -2.4143    0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4870   -2.4609    0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.0565    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -0.9800   -1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7882   -1.8411    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -0.0492    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103   -0.8592    2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780   -1.1070    2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9861    0.6260    2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.2132    2.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  1
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  1  0
  2  1  2  3
  2 18  1  0
 18 17  1  0
 11 19  1  0
 19 20  1  1
 19 21  1  0
 17 16  1  0
 19 16  1  0
 18  7  1  0
 16 44  1  1
 15 42  1  0
 15 43  1  0
 14 40  1  0
 14 41  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  6 28  1  0
  6 29  1  0
  5 26  1  0
  5 27  1  0
  3 24  1  1
  4 25  1  0
  1 22  1  0
  1 23  1  0
 18 47  1  6
 17 45  1  0
 17 46  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END


  Mrv1652304292207082D          

 23 25  0  0  1  0            999 V2000
    4.8845    1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115    0.3996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6834    0.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    1.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642   -0.4111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0721   -1.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170   -1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307    0.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9461    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134    0.7446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8363    1.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6979    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5124    0.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8121   -1.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426   -0.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9684   -0.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157    0.6641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4415    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  1  0  0  0
  3  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 19  1  6  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0332341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC(C)=C(CC[C@]3(C)CC[C@H](O)C(=C)[C@@]3([H])C1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3/t15-,17+,18-,20+/m0/s1

> <INCHI_KEY>
QHDGSWAXTYWVOP-ZNWBIBPKSA-N

> <FORMULA>
C20H32O

> <MOLECULAR_WEIGHT>
288.475

> <EXACT_MASS>
288.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.07243510401439

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3S,5S,8R)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-5-ol

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
4.54433724

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.095879188633656

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4446624428916381

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
89.6734

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5S,8R)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       9.118   3.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.403   1.750   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.235   0.746   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.876   1.604   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       8.122   2.282   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       8.520  -0.767   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.601  -2.046   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.005  -2.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.632  -1.339   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.040  -0.916   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.004  -2.056   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.484   0.583   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.633   1.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.252   1.390   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       5.294   2.929   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       5.036   0.004   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.556   0.248   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.302  -0.873   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.982  -2.236   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.973  -1.277   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.141  -0.274   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.856   1.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.024   2.243   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4    5    6                                             
CONECT    4    3   14                                                       
CONECT    5    3                                                            
CONECT    6    3    7   19   20                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    4   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    6                                                            
CONECT   20    6   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
Taxa-4(20),11(12)-dien-5alpha-ol	ChEBI
Taxa-4(20),11(12)-dien-5a-ol	Generator
Taxa-4(20),11(12)-dien-5α-ol	Generator
Taxa-4(20),11-dien-5a-ol	Generator
Taxa-4(20),11-dien-5α-ol	Generator

Chemical Formula

C₂₀H₃₂O

Average Mass

288.4750 Da

Monoisotopic Mass

288.24532 Da

IUPAC Name

(1S,3S,5S,8R)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-5-ol

Traditional Name

(1S,3S,5S,8R)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC(C)=C(CC[C@]3(C)CC[C@H](O)C(=C)[C@@]3([H])C1)C2(C)C

InChI Identifier

InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3/t15-,17+,18-,20+/m0/s1

InChI Key

QHDGSWAXTYWVOP-ZNWBIBPKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-25	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-23	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-23	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-05	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

Taxane diterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

taxane diterpenoid (CHEBI:30038 )
Taxane and Abeotaxane diterpenoids (C11895 )
Taxane and Abeotaxane diterpenoids (LMPR0104390003 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.19	ALOGPS
logP	4.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.67 m³·mol⁻¹	ChemAxon
Polarizability	35.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053809

Chemspider ID

391698

KEGG Compound ID

C11895

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443485

PDB ID

Not Available

ChEBI ID

30038

Good Scents ID

Not Available

References

General References

Shi QW, Oritani T, Horiguchi T, Sugiyama T, Murakami R, Yamada T: Four Novel Taxane Diterpenoids from the Needles of Japanese Yew, Taxus cuspidata. Biosci Biotechnol Biochem. 1999;63(5):924-9. doi: 10.1271/bbb.63.924. [PubMed:27385572 ]

Showing NP-Card for taxadien-5a-ol (NP0332341)

MOL for NP0332341 (taxadien-5a-ol)

3D MOL for NP0332341 (taxadien-5a-ol)

3D SDF for NP0332341 (taxadien-5a-ol)

3D-SDF for NP0332341 (taxadien-5a-ol)

PDB for NP0332341 (taxadien-5a-ol)

3D PDB for NP0332341 (taxadien-5a-ol)

SMILES for NP0332341 (taxadien-5a-ol)

INCHI for NP0332341 (taxadien-5a-ol)

Structure for NP0332341 (taxadien-5a-ol)

3D Structure for NP0332341 (taxadien-5a-ol)