UCSF

ZINC00056474

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
July 23rd, 2004 22 No

Popular Name: Nordihydroguaiaretic acid Nordihydroguaiaretic acid

Find On: PubMed — Wikipedia — Google

CAS Numbers: 27686-84-6 , 500-38-9 , [500-38-9]

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 3.48 2.04 -11.3 4 4 0 81 302.37 5 ↓

Vendor Notes

Note Type Comments Provided By
MP 182-187 °C Indofine
Mp [°C] 184 - 189 Acros Organics
Melting_Point 184-188? Alfa-Aesar
Melting_Point 184-188° Alfa-Aesar
MP 185 TCI
biological_use Antioxidant IBScreen Bioactives
H phrase H319: Causes serious eye irritation Acros Organics
H phrase H319: Causes serious eye irritation; H302: Harmful if swallowed; H315: Causes skin irritation; H335: May cause respiratory irritation Acros Organics
biological_source Isol. from Guaiacum officinale and Larrea sp. ZereneX Building Blocks
mechanism Leukotriene antagonist IBScreen Bioactives IBScreen Bioactives
mechanism Leukotriene antagonist; Antioxidant ZereneX Building Blocks
Therapy lipoxygenase inhibitor, antioxidant SMDC MicroSource
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray Acros Organics
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye Acros Organics
R phrase R22: Harmful if swallowed. Acros Organics
R phrase R22: Harmful if swallowed.; R36/37/38: Irritating to eyes, respiratory system and skin. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. Acros Organics
Hazard XN: Harmful Acros Organics
UniProt Database Links YO087_YEAST ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CP19A-1-E Cytochrome P450 19A1 (cluster #1 Of 3), Eukaryotic Eukaryotes 11 0.51 Binding ≤ 10μM
IGF1R-1-E Insulin-like Growth Factor 1 Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 900 0.38 Binding ≤ 10μM
LOX1-1-E Seed Lipoxygenase-1 (cluster #1 Of 3), Eukaryotic Eukaryotes 180 0.43 Binding ≤ 10μM
LOX1-1-E Seed Lipoxygenase-1 (cluster #1 Of 3), Eukaryotic Eukaryotes 3500 0.35 Binding ≤ 10μM
LOX12-1-E Arachidonate 12-lipoxygenase (cluster #1 Of 4), Eukaryotic Eukaryotes 5100 0.34 Binding ≤ 10μM
LOX12-1-E Arachidonate 12-lipoxygenase (cluster #1 Of 4), Eukaryotic Eukaryotes 5900 0.33 Binding ≤ 10μM
LOX15-1-E Arachidonate 15-lipoxygenase (cluster #1 Of 5), Eukaryotic Eukaryotes 110 0.44 Binding ≤ 10μM
LOX15-1-E Arachidonate 15-lipoxygenase (cluster #1 Of 5), Eukaryotic Eukaryotes 5100 0.34 Binding ≤ 10μM
LOX5-1-E Arachidonate 5-lipoxygenase (cluster #1 Of 6), Eukaryotic Eukaryotes 5000 0.34 Binding ≤ 10μM
LT4R1-1-E Leukotriene B4 Receptor 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 85 0.45 Binding ≤ 10μM
Q9BEG3-1-E Arachidonate 5-lipoxygenase (cluster #1 Of 1), Eukaryotic Eukaryotes 400 0.41 Binding ≤ 10μM
LOX5-6-E Arachidonate 5-lipoxygenase (cluster #6 Of 7), Eukaryotic Eukaryotes 5000 0.34 Functional ≤ 10μM
Q9BEG3-1-E Arachidonate 5-lipoxygenase (cluster #1 Of 1), Eukaryotic Eukaryotes 1000 0.38 Functional ≤ 10μM
Z100274-1-O Liposome (cluster #1 Of 1), Other Other 2000 0.36 Functional ≤ 10μM
Z100751-1-O PMNL (Polymorphonuclear Leukocytes) (cluster #1 Of 2), Other Other 400 0.41 Functional ≤ 10μM
Z50425-11-O Plasmodium Falciparum (cluster #11 Of 22), Other Other 7943 0.32 Functional ≤ 10μM
Z50587-3-O Homo Sapiens (cluster #3 Of 9), Other Other 8000 0.32 Functional ≤ 10μM
Z50597-12-O Rattus Norvegicus (cluster #12 Of 12), Other Other 5000 0.34 Functional ≤ 10μM
Z80156-1-O HL-60 (Promyeloblast Leukemia Cells) (cluster #1 Of 12), Other Other 2300 0.36 Functional ≤ 10μM
Z80224-1-O MCF7 (Breast Carcinoma Cells) (cluster #1 Of 14), Other Other 8500 0.32 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
LOX12_HUMAN P18054 Arachidonate 12-lipoxygenase, Human 110 0.44 Binding ≤ 1μM
LOX15_HUMAN P16050 Arachidonate 15-lipoxygenase, Human 110 0.44 Binding ≤ 1μM
LOX15_RABIT P12530 Arachidonate 15-lipoxygenase, Rabit 180 0.43 Binding ≤ 1μM
LOX5_RAT P12527 Arachidonate 5-lipoxygenase, Rat 10 0.51 Binding ≤ 1μM
LOX5_HUMAN P09917 Arachidonate 5-lipoxygenase, Human 110 0.44 Binding ≤ 1μM
Q9BEG3_BOVIN Q9BEG3 Arachidonate 5-lipoxygenase, Bovin 400 0.41 Binding ≤ 1μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 11 0.51 Binding ≤ 1μM
IGF1R_HUMAN P08069 Insulin-like Growth Factor I Receptor, Human 900 0.38 Binding ≤ 1μM
LT4R1_HUMAN Q15722 Leukotriene B4 Receptor 1, Human 85 0.45 Binding ≤ 1μM
LOX1_SOYBN P08170 Seed Lipoxygenase-1, Soybn 180 0.43 Binding ≤ 1μM
LOX12_HUMAN P18054 Arachidonate 12-lipoxygenase, Human 5100 0.34 Binding ≤ 10μM
LOX15_HUMAN P16050 Arachidonate 15-lipoxygenase, Human 110 0.44 Binding ≤ 10μM
LOX15_RABIT P12530 Arachidonate 15-lipoxygenase, Rabit 180 0.43 Binding ≤ 10μM
LOX5_RAT P12527 Arachidonate 5-lipoxygenase, Rat 10 0.51 Binding ≤ 10μM
LOX5_HUMAN P09917 Arachidonate 5-lipoxygenase, Human 110 0.44 Binding ≤ 10μM
Q9BEG3_BOVIN Q9BEG3 Arachidonate 5-lipoxygenase, Bovin 400 0.41 Binding ≤ 10μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 11 0.51 Binding ≤ 10μM
IGF1R_HUMAN P08069 Insulin-like Growth Factor I Receptor, Human 900 0.38 Binding ≤ 10μM
LT4R1_HUMAN Q15722 Leukotriene B4 Receptor 1, Human 85 0.45 Binding ≤ 10μM
LOX1_SOYBN P08170 Seed Lipoxygenase-1, Soybn 180 0.43 Binding ≤ 10μM
Q9BEG3_BOVIN Q9BEG3 Arachidonate 5-lipoxygenase, Bovin 1000 0.38 Functional ≤ 10μM
LOX5_RAT P12527 Arachidonate 5-lipoxygenase, Rat 120 0.44 Functional ≤ 10μM
LOX5_HUMAN P09917 Arachidonate 5-lipoxygenase, Human 85 0.45 Functional ≤ 10μM
Z80156 Z80156 HL-60 (Promyeloblast Leukemia Cells) 2300 0.36 Functional ≤ 10μM
Z50587 Z50587 Homo Sapiens 300 0.42 Functional ≤ 10μM
Z100274 Z100274 Liposome 2000 0.36 Functional ≤ 10μM
Z80224 Z80224 MCF7 (Breast Carcinoma Cells) 8500 0.32 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 5011.87234 0.34 Functional ≤ 10μM
Z100751 Z100751 PMNL (Polymorphonuclear Leukocytes) 400 0.41 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 100 0.45 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Endogenous sterols
Estrogen biosynthesis
G alpha (q) signalling events
IRS-related events triggered by IGF1R
Leukotriene receptors
SHC-related events triggered by IGF1R
Signaling by Type 1 Insulin-like Growth Factor 1 Receptor (IGF1R)
Synthesis of 12-eicosatetraenoic acid derivatives
Synthesis of 15-eicosatetraenoic acid derivatives
Synthesis of 5-eicosatetraenoic acids
Synthesis of Hepoxilins (HX) and Trioxilins (TrX)
Synthesis of Leukotrienes (LT) and Eoxins (EX)
Synthesis of Lipoxins (LX)

Analogs ( Draw Identity 99% 90% 80% 70% )