NP-MRD: Showing NP-Card for (1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one (NP0308974)

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Record Information

Version

2.0

Created at

2022-09-11 03:11:40 UTC

Updated at

2022-09-11 03:11:40 UTC

NP-MRD ID

NP0308974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

Description

Onoseriolide belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one is found in Hedyosmum angustifolium, Hedyosmum brasiliense and Leucheria achillaeifolia. (1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one was first documented in 2013 (PMID: 23713856). Based on a literature review a small amount of articles have been published on Onoseriolide (PMID: 31736362) (PMID: 29897423) (PMID: 25026191) (PMID: 24488706).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
   -1.7782    1.6579   -1.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834    1.1187   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016    0.8412    0.0285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6632   -0.4670    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307   -0.2714    1.0190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1477   -0.6373    0.5581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1884   -1.7083   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -1.0935    1.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572   -0.7845    1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711   -1.0668    2.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241   -0.5202    1.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5160   -0.5314    2.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914    0.1483    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888    0.8789   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717    0.0351   -0.8940 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.0027    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6573    0.4961   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564    0.6755    0.0183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6932    1.9608   -2.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8081    1.8119   -2.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4475    1.7121    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6785   -0.5013    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196   -1.1557   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232   -0.1167    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4555   -1.3196   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1746   -2.1425   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.5083   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -1.6752    2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    1.3976   -1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3321    1.6890    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.5948   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272    1.4922   -1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209   -0.1694   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.3512    0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  6
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
 18  6  1  0
  5  3  1  0
  5  6  1  0
 16  9  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  1
  1 19  1  0
  1 20  1  0
  3 21  1  1
  4 22  1  0
  4 23  1  0
  5 24  1  1
M  END


  Mrv1652309112205112D          

 18 21  0  0  1  0            999 V2000
    1.7302   -3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8681   -2.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2911   -1.9753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8493   -1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6736   -1.2444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4870   -1.3823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2821   -0.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337   -0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2168   -1.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330   -1.2770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343   -2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2008   -2.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242   -2.9194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0209   -1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072   -2.1985    0.0000 C   0  0  1  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  1  0  0  0
  5  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18  2  1  1  0  0  0
  6 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C=C3OC(=O)C(CO)=C3C[C@H]1C(=C)[C@H]1C[C@@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O3/c1-7-8-3-12(8)15(2)5-13-9(4-11(7)15)10(6-16)14(17)18-13/h5,8,11-12,16H,1,3-4,6H2,2H3/t8-,11+,12-,15-/m1/s1

> <INCHI_KEY>
JIAZAZPRSFTUJT-ZBTLEPIDSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.29

> <EXACT_MASS>
244.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.376334863280725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,9S,10R,12S)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0^{3,7}.0^{10,12}]trideca-3,7-dien-5-one

> <JCHEM_LOGP>
0.9424847573333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.838541671649551

> <JCHEM_PKA_STRONGEST_BASIC>
-2.869421872820485

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
68.2874

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,10R,12S)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0^{3,7}.0^{10,12}]trideca-3,7-dien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       3.230  -6.306   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.487  -4.788   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.410  -3.687   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.585  -2.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.124  -2.323   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.642  -2.580   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.260  -1.088   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.850  -1.624   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.281  -2.192   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.661  -1.507   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.738  -2.608   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.262  -2.384   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.024  -3.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.708  -5.352   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.245  -5.450   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.506  -3.715   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.298  -4.671   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.867  -4.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3    5                                                       
CONECT    5    4    3    6                                                  
CONECT    6    5    7    8   18                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    2    6                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₃

Average Mass

244.2900 Da

Monoisotopic Mass

244.10994 Da

IUPAC Name

(1S,9S,10R,12S)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0^{3,7}.0^{10,12}]trideca-3,7-dien-5-one

Traditional Name

(1S,9S,10R,12S)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0^{3,7}.0^{10,12}]trideca-3,7-dien-5-one

CAS Registry Number

Not Available

SMILES

C[C@@]12C=C3OC(=O)C(CO)=C3C[C@H]1C(=C)[C@H]1C[C@@H]21

InChI Identifier

InChI=1S/C15H16O3/c1-7-8-3-12(8)15(2)5-13-9(4-11(7)15)10(6-16)14(17)18-13/h5,8,11-12,16H,1,3-4,6H2,2H3/t8-,11+,12-,15-/m1/s1

InChI Key

JIAZAZPRSFTUJT-ZBTLEPIDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hedyosmum angustifolium	LOTUS Database	35616633
Hedyosmum brasiliense	LOTUS Database	35616633
Leucheria achillaeifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
2-furanone
Dihydrofuran
Enol ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Primary alcohol
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.94	ChemAxon
pKa (Strongest Acidic)	14.84	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.29 m³·mol⁻¹	ChemAxon
Polarizability	26.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

C00016964

Chemspider ID

58132962

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71764449

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guaman-Ortiz LM, Bailon-Moscoso N, Morocho V, Vega-Ojeda D, Gordillo F, Suarez AI: Onoseriolide, from Hedyosmum racemosum, induces cytotoxicity and apoptosis in human colon cancer cells. Nat Prod Res. 2021 Sep;35(18):3151-3155. doi: 10.1080/14786419.2019.1690485. Epub 2019 Nov 18. [PubMed:31736362 ]
Amoah SKS, Biavatti MW: A LC-MS validated method for quantification of rosmarinic acid and sesquiterpene lactones in Hedyosmum brasiliense. J Chromatogr Sci. 2018 Oct 1;56(9):812-818. doi: 10.1093/chromsci/bmy057. [PubMed:29897423 ]
Fernandez LR, Butassi E, Svetaz L, Zacchino SA, Palermo JA, Sanchez M: Antifungal terpenoids from Hyalis argentea var. latisquama. J Nat Prod. 2014 Jul 25;77(7):1579-85. doi: 10.1021/np500032u. Epub 2014 Jul 15. [PubMed:25026191 ]
Du B, Yuan C, Yu T, Yang L, Yang Y, Liu B, Qin S: Asymmetric total synthesis of onoseriolide, bolivianine, and isobolivianine. Chemistry. 2014 Feb 24;20(9):2613-22. doi: 10.1002/chem.201304378. Epub 2014 Feb 2. [PubMed:24488706 ]
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LOTUS database [Link]

Showing NP-Card for (1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one (NP0308974)

MOL for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

3D MOL for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

3D SDF for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

3D-SDF for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

PDB for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

3D PDB for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

SMILES for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

INCHI for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

Structure for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)

3D Structure for NP0308974 ((1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one)