SCS-C004425
(E,2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxy-16-methyloctadecan-2-yl]pentacos-4-enamide
Pathway: Fatty acids
Superclass: Sphingolipids
Class: Ceramides
Chemical Structure
![Structure of (E,2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxy-16-methyloctadecan-2-yl]pentacos-4-enamide](/scsmarinenp/static/images/structures/SCS-C004425.png)
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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.
Source Information
Clathria fasciculata
(NA)
Original source name: Clathria (Thalysias) fasciculata
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Poecilosclerida
Family
Microcionidae
Genus
Clathria
Species
Clathria fasciculata
South China Sea
Records of Natural Products, 2015, 9, 271-275. || Natural Product Communications, 2013, 8, 67-68. || Chemistry of Natural Compounds, 2013, 49, 653-656. || Natural Product Communications, 2013, 8, 1069-1070. || Acta Chimica Sinica / Acta Chim. Sin, 2001. || Natural Product Communications, 2013, 8, 1127-1128. || Chemical Journal of Chinese Universities, 2007. || Acta Chimica Sinica, 2002. || Turkish Journal of Chemistry, 1999, 23(3), 339-344. || Chinese Journal of Organic Chemistry, 2002. || Chinese Journal of Chemistry, 2013, 31, 100-104. || Marine Drugs, 2068. || Helvetica Chimica Acta, 2013, 96, 1188-1196. || Liu Qing || Li Ruisheng. Study on chemical constituents of Chinese soft coral. (37) Structure of a novel polyhydroxylated steroid / 《() --》. || The Journal of Antibiotics, 2013, 66, 327-331. || Indian Journal of Chemistry, Section B, 2002. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 2002. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 1999. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 1998, 37(3), 82-85. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 1987. || Chinese Journal of Organic Chemistry, 2007. || Natural Product Communications, 2015, 10, 1033-1037. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 2001. || Chemical Research in Chinese Universities, 1998, 14(4), 426-427. || Acta Scientiarum Naturalium Universitatis Sunyatseni, 1986. || Phytochemistry Letters, 2013, 6, 392-396. || Natural Product Reports, 1997. || Chinese Journal of Organic Chemistry, 2001. || Journal of Natural Products, 2013. || Chinese Journal of Marine Drugs, 1998, 17(1), 1-3. || Chemical Journal of Chinese Universities, 2021. || Chinese Journal of Marine Drugs, 2003, 22, 28-30. || Natural Product Communications, 2015, 10, 1203-1208. || Archives of Pharmacal Research, 2013, 36, 739-744. || Steroids, 2013, 78, 396-400.
Drug-likeness (Lipinski Ro5)
Molecular Weight
710.2 Da
Threshold ≤ 500
ALogP
11.26
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H87NO5
Molecular Weight:
710.1820 Da
SMILES:
CCCCCCCCCCCCCCCCCCCC/C=C/C[C@@H](O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCC(C)CC
InChIKey:
KYKGYFDKNYNNNB-OALGNNJMSA-N
InChI:
InChI=1S/C44H87NO5/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24-28-31-34-37-42(48)44(50)45-40(38-46)43(49)41(47)36-33-30-27-25-22-23-26-29-32-35-39(3)5-2/h31,34,39-43,46-49H,4-30,32-33,35-38H2,1-3H3,(H,45,50)/b34-31+/t39?,40-,41+,42+,43-/m0/s1
Calculated Properties
ALogP:
11.261 lipophilicity
TPSA:
110.02 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
39
Ring Count:
0
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.9318 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004425
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Sphingolipids
NPClassifier Class:
Ceramides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.