Compound Summary
NORDIHYDROGUAIARETIC ACID
Compound Information
NORDIHYDROGUAIARETIC ACID
Compound Name: | NORDIHYDROGUAIARETIC ACID |
Compound CID: | 4534 |
Synonyms: | NORDIHYDROGUAIARETIC ACID 500-38-9 NDGA Dihydronorguaiaretic acid Actinex More... |
Iupac Name: | 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol |
InChI: | InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3 |
InChIKey: | HCZKYJDFEPMADG-UHFFFAOYSA-N |
Canonical Smiles: | CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O |
Isomeric Smiles: | CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O |
Molecular Weight: | 302.4 |
Molecular Formula: | C18H22O4 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
NORDIHYDROGUAIARETIC ACID
Molecular Weight: | 302.4 |
Molecular Formula: | C18H22O4 |
Hydrogen Bond Donor Count: | 4 |
Hydrogen Bond Acceptor Count: | 4 |
Rotatable Bond Count: | 5 |
Heavy Atom Count: | 22 |
Complexity: | 303 |
Synonyms
NORDIHYDROGUAIARETIC ACID
| NORDIHYDROGUAIARETIC ACID | NORDIHYDROGUAIARETIC ACID |
|---|---|
NORDIHYDROGUAIARETIC ACID |
500-38-9 |
NDGA |
Dihydronorguaiaretic acid |
Actinex |
4-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol |
Nordihydroguairaretic acid |
1,2-Benzenediol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis- |
Norhydroguaiaretic acid |
Norguaiaretic acid, dihydro- |
Dinorguaiaretic acid, dihydro- |
4,4-(2,3-Dimethyltetramethylene)dipyrocatechol |
NSC 4291 |
2,3-Bis(3,4-dihydroxyphenylmethyl)butane |
nordihydroguaretic acid |
Pyrocatechol, 4,4-(2,3-dimethyltetramethylene)di- |
27686-84-6 |
4,4-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol) |
CHEMBL52 |
Nordihydroguaiaretic acid (unspecified) |
Butane, 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl- |
MLS000069451 |
CHEBI:7625 |
beta,gamma-Dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butane |
NSC4291 |
CHX 100; Masoprocol; meso-NDGA |
1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane |
MFCD00002206 |
NSC682984 |
4,4-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol" |
4,4-(2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol) |
SMR000059049 |
nordihydroguaiaretic acid (ndga) |
CCRIS 1399 |
103185-28-0 |
NDGA, Larrea divaricata |
EINECS 207-903-0 |
Norguaiaretic acid, dihydro |
NSC 682984 |
NSC-4291 |
AI3-23059 |
NDGA;Masoprocol |
NSC-682984 |
NCGC00015741-06 |
2,3-Dimethyl-1,4-bis(3,4-dihydroxyphenyl)butane |
LOX inhibitor, N/A |
nordihydroguiaretic acid |
Spectrum_001146 |
4,4-(2,3-Dimethyl-1,4-butanediyl)bis(1,2-benzenediol) |
nordihydroguajaretic acid |
Spectrum5_000735 |
DSSTox_CID_2437 |
cid_4534 |
DSSTox_RID_76590 |
DSSTox_GSID_22437 |
Oprea1_368609 |
KBioGR_002349 |
KBioSS_001626 |
KBioSS_002352 |
MLS002153435 |
MLS006011710 |
DivK1c_000999 |
SCHEMBL135976 |
ACMC-20m628 |
GTPL4265 |
DTXSID5022437 |
rel-4,4-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol) |
BDBM32020 |
HCZKYJDFEPMADG-UHFFFAOYSA- |
HMS503G19 |
KBio1_000999 |
KBio2_001626 |
KBio2_002349 |
KBio2_004194 |
KBio2_004917 |
KBio2_006762 |
KBio2_007485 |
KBio3_002828 |
Nordihydro Guaiaretic Acid-d6 |
4,4-(2,3-Dimethyl-1,4-butanediyl)bis-1,2-benzenediol |
cMAP_000026 |
NINDS_000999 |
HMS2232L16 |
HMS3370G10 |
HMS3649M15 |
BCP08590 |
HY-N0198 |
Tox21_302171 |
4-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butylbenzene-1,2-diol |
CN0046 |
s3984 |
SBB005930 |
STL570288 |
AKOS003367978 |
CCG-207935 |
CS-1431 |
MCULE-7119316381 |
SDCCGSBI-0050852.P002 |
IDI1_000999 |
NDGA - CAS 500-38-9 |
SMP2_000272 |
4,3-Dimethyltetramethylene)dipyrocatechol |
NCGC00015741-04 |
NCGC00015741-05 |
NCGC00015741-08 |
NCGC00015741-09 |
NCGC00015741-13 |
NCGC00089785-02 |
NCGC00089785-03 |
NCGC00255380-01 |
AC-24202 |
AS-58406 |
CAS-500-38-9 |
NCI60_003992 |
ST056220 |
WLN: QR BQ D1Y1&Y1&1R CQ DQ |
XN163193 |
D0800 |
FT-0606781 |
Nordihydroguaiaretic acid, >=97.0% (HPLC) |
.beta.,.delta.-bis(3,4-dihydroxyphenyl)butane |
4,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol) |
F17140 |
N-8500 |
1, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-" |
Pyrocatechol,4-(2,3-dimethyltetramethylene)di- |
500N389 |
A913176 |
Butane,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl- |
SR-01000003007 |
Q7050774 |
SR-01000003007-2 |
PYROCATECHOL,4- (2,3-DIEMTHYLTETRAMETHYLENE) DI- |
4-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butylpyrocatechol |
.beta.,.gamma.-Dimethyl-.alpha.,.delta.-bis(3,4-dihydroxyphenyl)butane |
1,2-Benzenediol, 4,4-(2R,3R)-2,3-dimethyl-1,4-butanediylbis-" |
4,4-(2,3-dimethyltetramethylene)dipyrocatechol (Nordihydroguaiaretic acid) |
4-4-3,4-bis(oxidanyl)phenyl-2,3-dimethyl-butylbenzene-1,2-diol |
Nordihydroguaiaretic acid, >=90% (HPLC), from Larrea divaricata (creosote bush) |
Experimental Data
NORDIHYDROGUAIARETIC ACID
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 17.080000000000000 | 14.330000000000000 | -16.080000000000000 | NS | N2 | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 10.000000000000000 | umol/L | 17.220000000000000 | 13.550000000000000 | -21.330000000000000 | NS | N2 | 33008901 | Inactive | ||||
| Drosophila melanogaster | 200.000000000000000 | umol/L | 44.800000000000000 | 43.880000000000000 | -2.052000000000000 | NS | MALES | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 21.400000000000000 | S | N2 | 31602311 | Active | ||||||
| Drosophila melanogaster | 20.000000000000000 | umol/L | 45.440000000000000 | 46.500000000000000 | 2.326000000000000 | NS | FEMALES | 33008901 | Inactive | ||||
| Mus musculus | 5000.000000000000000 | ppm | 900.000000000000000 | 874.000000000000000 | -3.000000000000000 | 1111.000000000000000 | 1077.000000000000000 | -3.000000000000000 | NS | C2010 | FEMALES | 27312235 | Inactive |
| Mus musculus | 2.500000000000000 | g/kg | 786.000000000000000 | 881.000000000000000 | 12.000000000000000 | S | UM-HET3 | MALES | 18631321 | Active | |||
| Mus musculus | 1.500000000000000 | g/kg | 983.000000000000000 | 969.000000000000000 | -0.010000000000000 | NS | B6C3F1 | MALES | 25380600 | Inactive | |||
| Mus musculus | 373.000000000000000 | mg/kg | 12.000000000000000 | S | B6C3F1 | MALES | 25380600 | Active | |||||
| Mus musculus | 2.500000000000000 | g/kg | 983.000000000000000 | 1059.000000000000000 | 0.080000000000000 | NS | B6C3F1 | MALES | 25380600 | Inactive | |||
| Mus musculus | 800.000000000000000 | ppm | 789.000000000000000 | 831.000000000000000 | 6.000000000000000 | 1085.000000000000000 | 1103.000000000000000 | 2.000000000000000 | S | C2010 | MALES | 27312235 | Active |
| Mus musculus | 5000.000000000000000 | ppm | 789.000000000000000 | 839.000000000000000 | 9.000000000000000 | 1085.000000000000000 | 1108.000000000000000 | 2.000000000000000 | S | C2010 | MALES | 27312235 | Active |
| Aedes aegypti | 0.005000000000000 | % | 33.000000000000000 | 35.200000000000000 | 6.670000000000000 | Unclear | FEMALES | 3749035 | |||||
| Mus musculus | 3.500000000000000 | g/kg | 983.000000000000000 | 1099.000000000000000 | 0.120000000000000 | S | B6C3F1 | MALES | 25380600 | Active | |||
| Mus musculus | 2500.000000000000000 | ppm | 789.000000000000000 | 851.000000000000000 | 10.000000000000000 | 1085.000000000000000 | 1080.000000000000000 | 0.000000000000000 | S | C2010 | MALES | 27312235 | Active |
| Mus musculus | 4.500000000000000 | g/kg | 983.000000000000000 | 995.000000000000000 | 0.010000000000000 | NS | B6C3F1 | MALES | 25380600 | Inactive | |||
| Drosophila melanogaster | 3.000000000000000 | mg/mL | 23.000000000000000 | S | Oregon-R-C | 25380600 | Active | ||||||
| Aedes aegypti | 0.001000000000000 | % | 14.300000000000000 | 16.000000000000000 | 11.890000000000000 | Unclear | MALES | 3749035 | |||||
| Drosophila melanogaster | 0.500000000000000 | % | 40.700000000000000 | 45.600000000000000 | 12.040000000000000 | Unclear | 6821144 | ||||||
| Aedes aegypti | 0.010000000000000 | % | 33.000000000000000 | 37.500000000000000 | 13.630000000000000 | Unclear | FEMALES | 3749035 | |||||
| Aedes aegypti | 0.005000000000000 | % | 14.300000000000000 | 23.500000000000000 | 64.300000000000000 | Unclear | MALES | 3749035 | |||||
| Aedes aegypti | 0.001000000000000 | % | 33.000000000000000 | 47.100000000000000 | 42.720000000000000 | Unclear | FEMALES | 3749035 |
Experimental Data Visualization
NORDIHYDROGUAIARETIC ACID
Statistics Data
NORDIHYDROGUAIARETIC ACID
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Aedes aegypti | 64.300000000000000 | 1 | 5 | |
| Caenorhabditis elegans | 21.400000000000000 | 2 | 3 | |
| Drosophila melanogaster | 23.000000000000000 | 3 | 4 | |
| Mus musculus | 12.000000000000000 | 2.000000000000000 | 3 | 10 |
Statistics Data Visualization
NORDIHYDROGUAIARETIC ACID
