SCS-C005102

sarcophytolin D

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

Structure of sarcophytolin D

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Armillaria sp. (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Fungi Phylum Basidiomycota Class Agaricomycetes Order Agaricales Family Physalacriaceae Genus Armillaria Species NA

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Aspilia laevissima (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Asterales Family Asteraceae Genus Aspilia Species Aspilia laevissima

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Carex nigra (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Poales Family Cyperaceae Genus Carex Species Carex nigra

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Ceratium reticulatum (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom NA Phylum Alveolata Class Dinophyceae Order Gonyaulacales Family Ceratiaceae Genus Ceratium Species Ceratium reticulatum

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Cynoglossum gansuense (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Boraginales Family Boraginaceae Genus Cynoglossum Species Cynoglossum gansuense

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Hymenocallis littoralis (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Asparagales Family Amaryllidaceae Genus Hymenocallis Species Hymenocallis littoralis

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Laburnum alpinum (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Fabales Family Fabaceae Genus Laburnum Species Laburnum alpinum

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Lobophytum sarcophytoides (NA)

Original source name: Armillaria novae-zelandiae|Aspilia laevissima|Carex nigra|Ceratium reticulatum|Cynoglossum gansuense|Hymenocallis littoralis|Laburnum alpinum|Lobophytum sarcophytoides

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Lobophytum Species Lobophytum sarcophytoides

Dongsha Atoll

DOI: 10.1016/j.tet.2010.06.094 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

360.4 Da

Threshold ≤ 500

ALogP

3.40

Threshold ≤ 5

H-Bond Donors

1

Threshold ≤ 5

H-Bond Acceptors

5

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H28O5

Molecular Weight:

360.4500 Da

SMILES:

COC(=O)/C1=C\CCC2=C[C@@H](C/C(C)=C/C=C(/C(C)C)C[C@@H]1O)OC2=O

InChIKey:

                        YQXSXPBPDWRFHK-LXIPXPQRSA-N
                        
                    

InChI:

InChI=1S/C21H28O5/c1-13(2)15-9-8-14(3)10-17-11-16(20(23)26-17)6-5-7-18(19(22)12-15)21(24)25-4/h7-9,11,13,17,19,22H,5-6,10,12H2,1-4H3/b14-8+,15-9+,18-7-/t17-,19+/m1/s1

Calculated Properties

ALogP:

3.401 lipophilicity

TPSA:

72.83 Å² polar surface area

H-Bond Donors:

1

H-Bond Acceptors:

5

Rotatable Bonds:

2

Ring Count:

2 (0 aromatic)

Chiral Centers:

2

Fsp³:

0.5238 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005102

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

Glycoside:

No

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20431

Biological Activity Data

No bioactivity data available for this compound.

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