Compound Summary
Compound Information
Cucurbitacin B
Compound Name: | Cucurbitacin B |
Compound CID: | 5281316 |
Synonyms: | Cucurbitacin B 6199-67-3 Datisca principle B Amarine DATISCACIN More... |
Iupac Name: | [(E,6R)-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate |
InChI: | InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1 |
InChIKey: | IXQKXEUSCPEQRD-DKRGWESNSA-N |
Canonical Smiles: | CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)O)C)C)C)O)O |
Isomeric Smiles: | CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)C)O)O |
Molecular Weight: | 558.7 |
Molecular Formula: | C32H46O8 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Cucurbitacin B
Molecular Weight: | 558.7 |
Molecular Formula: | C32H46O8 |
Hydrogen Bond Donor Count: | 3 |
Hydrogen Bond Acceptor Count: | 8 |
Rotatable Bond Count: | 6 |
Heavy Atom Count: | 40 |
Complexity: | 1210 |
Synonyms
Cucurbitacin B
| Cucurbitacin B | Cucurbitacin B |
|---|---|
Cucurbitacin B |
6199-67-3 |
Datisca principle B |
Amarine |
DATISCACIN |
Datiscn Principle B |
1,2-Dihydro-alpha-elaterin |
UNII-0115W5MABF |
0115W5MABF |
CHEBI:3941 |
CUCURBITACIN R - DATISCA PRINCIPLE B |
NSC49451 |
Cucurbitacin B hydrate |
(R,E)-6-((2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopentaaphenanthren-17-yl)-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate |
Cucurbitacine (B) |
Cucurbitacin-B |
Cucurbitacine B |
Cuc B |
MLS002702988 |
HSDB 3476 |
19-nor-9.beta.,23-diene-3,11,22-trione, 9-methyl-2.beta.,16.alpha.,20,25-tetrahydroxy-, 25-acetate |
19-Norlanosta-5,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)- |
C32H46O8 |
NSC 49451 |
NSC 144154 |
SCHEMBL231815 |
CHEMBL508185 |
HY-N0416 |
ZINC4097797 |
LMST01010104 |
MFCD07778083 |
NSC-49451 |
NSC144154 |
s8165 |
AKOS015897085 |
CCG-270043 |
CS-3816 |
NSC-144154 |
25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione |
(E,6R)-6-(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopentaaphenanthren-17-yl-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate |
19-Nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione, 2beta,16alpha,20,25-tetrahydroxy-9-methyl-, 25-acetate |
19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)- |
AC-34283 |
Cucurbitacin B hydrate, >=97% (HPLC) |
N2787 |
X1115 |
C08794 |
199C673 |
A924078 |
Q-100715 |
Q27106259 |
UNII-W3RWP6CB48 component IXQKXEUSCPEQRD-DKRGWESNSA-N |
(2S,4R,23E)-2,16beta,20-trihydroxy-9beta,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate |
(3E,6R)-6-(1R,2R,4S,10S,11S,13R,14R,15R)-4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo8.7.0.0?,?.0??,??heptadec-7-en-14-yl-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate |
19-Nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione, 2-beta,16-alpha,20,25-tetrahydroxy-9-methyl-, 25-acetate |
19-Norlanosta-5,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, 2.beta.,.gamma.,.beta.,10.alpha.,16.alpha.- |
19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)- (9CI) |
2beta,16alpha,20,25-tetrahydroxy-9-methyl-19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione, 25-acetate |
2beta,16alpha,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9beta,10alpha-lanosta-5,23-dien-25-yl acetate |
Experimental Data
Cucurbitacin B
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Saccharomyces cerevisiae | 0.3 | umol/L | 6.95 | 8.95 | 0.29 | S | K6001 | 31281576 | Active | ||||
| Saccharomyces cerevisiae | 1 | umol/L | 7.05 | 9.65 | 0.37 | S | K6001 | 31281576 | Active | ||||
| Saccharomyces cerevisiae | 0.4 | umol/L | 6.95 | 8.9 | 0.28 | S | K6001 | 31281576 | Active | ||||
| Saccharomyces cerevisiae | 1 | umol/L | 6.95 | 9.6 | 0.38 | S | K6001 | 31281576 | Active |
Experimental Data Visualization
Cucurbitacin B
Statistics Data
Cucurbitacin B
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Saccharomyces cerevisiae | 0.38 | 1 | 4 |
Statistics Data Visualization
Cucurbitacin B
