NPs Basic Information

Name
Vanillin
Molecular Formula C8H8O3
IUPAC Name*
4-hydroxy-3-methoxybenzaldehyde
SMILES
COC1=C(C=CC(=C1)C=O)O
InChI
InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
InChIKey
MWOOGOJBHIARFG-UHFFFAOYSA-N
Synonyms
vanillin; 4-Hydroxy-3-methoxybenzaldehyde; 121-33-5; Vanillaldehyde; Vanillic aldehyde; p-Vanillin; Lioxin; Vanilla; Vanilline; Benzaldehyde, 4-hydroxy-3-methoxy-; 3-Methoxy-4-hydroxybenzaldehyde; 4-Hydroxy-m-anisaldehyde; Zimco; p-Hydroxy-m-methoxybenzaldehyde; 2-Methoxy-4-formylphenol; 4-Hydroxy-3-methoxy-benzaldehyde; Methylprotocatechuic aldehyde; Vanilin; 4-Formyl-2-methoxyphenol; Vanillin (natural); 4-Hydroxy-5-methoxybenzaldehyde; m-Anisaldehyde, 4-hydroxy-; Protocatechualdehyde, methyl-; Rhovanil; FEMA No. 3107; Vanillin (NF); Protocatechualdehyde 3-methyl ether; vaniline; NSC 15351; Vanillin [NF]; m-Methoxy-p-hydroxybenzaldehyde; Vanillin Melting Point Standard; MFCD00006942; NSC-15351; NSC-48383; NSC-403658; CHEMBL13883; CHEBI:18346; NPLC-0145; 4-hydroxy-3-methoxy-benzyldehyde; CHI530446X; 4-HYDROXY,3-METHOXY-BENZALDEHYDE; NCGC00091645-03; 4-hydroxy-3-methoxybenzaldehyde (vanillin); DSSTox_CID_1969; WLN: VHR DQ CO1; H-0264; DSSTox_RID_76433; DSSTox_GSID_21969; Vanillin [USAN]; Oleoresin vanilla; Vanilla oleoresin; MFCD08702848; CAS-121-33-5; CCRIS 2687; HSDB 1027; EINECS 204-465-2; BRN 0472792; UNII-CHI530446X; AI3-00093; Nat.Vanillin; 3-methoxy-4-hydroxy-benzaldehyde; Vanillin, natural; oleo-Resins vanilla; V55; Vanillin sodium salt; VANILLIN [FHFI]; VANILLIN [HSDB]; VANILLIN [INCI]; oleo-Resins vanilla-bean; VANILLIN [FCC]; 4-Hydroxy-3-methoxybenzaldehyde(Vanilline); VANILLIN [II]; VANILLIN [MI]; VANILLIN [VANDF]; Vanillin-[methoxy-13C]; methyl-Protocatechualdehyde; VANILLIN [MART.]; bmse000343; bmse000597; bmse010006; Methylprotcatechuic aldehyde; VANILLIN [USP-RS]; VANILLIN [WHO-DD]; EC 204-465-2; SCHEMBL1213; 4-08-00-01763 (Beilstein Handbook Reference); MLS002303069; BIDD:ER0330; Vanillin, puriss., 99.5%; GTPL6412; SGCUT00016; 4-hydroxy 3-methoxybenzaldehyde; VANILLIN [EP MONOGRAPH]; DTXSID0021969; FEMA 3107; Vanilla oleoresin (vanilla SPP); 3-methoxy-4-hydroxy benzaldehyde; 4-hydroxy-3-methoxy benzaldehyde; VANILLIN, NATURAL [FHFI]; 3-methoxy-4-hydroxy benzoaldehyde; Vanillin, ReagentPlus(R), 99%; 4-hydroxy-3-(methoxy)benzaldehyde; HMS3651D20; HMS3885K07; Vanillin, >=97%, FCC, FG; 4-hydoxy-3-(methyloxy)benzaldehyde; BCP29943; HY-N0098; NSC15351; NSC48383; STR01001; to_000089; ZINC2567933; Tox21_113534; Tox21_201925; Tox21_300352; 4-hydoxy-3-(methyloxy)benz aldehyde; BBL011956; BDBM50177405; METHYL PROTOCATECHUIC ALDEHYDE; NSC403658; s3071; STK199262; AKOS000118929; Tox21_113534_1; CCG-266230; CS-W020052; Vanillin, tested according to Ph.Eur.; NCGC00091645-01; NCGC00091645-02; NCGC00091645-04; NCGC00091645-05; NCGC00091645-07; NCGC00254468-01; NCGC00259474-01; Vanillin, natural, >=97%, FCC, FG; AC-10370; BP-10602; NCI60_001085; SMR000156285; SY224451; Vanillin 1000 microg/mL in Acetonitrile; Vanillin, JIS special grade, >=98.0%; Vanillin, Vetec(TM) reagent grade, 98%; 3-Methoxy-4-hydroxybenzaldehyde (vanillin); DB-003805; AM20060497; FT-0618639; FT-0669738; FT-0675778; H0264; SW219190-1; V0080; EN300-18281; vanillin (3-methoxy-4-hydroxy- benzaldehyde); A19444; C00755; D00091; Q33495; Vanillin (83 degrees C) Melting Point Standard; 4-hydroxy-3-methoxy-Benzaldehyde-5-chlorovanillin; 4-hydroxy-3-methoxybenzaldehyde (ACD/Name 4.0); AC-907/21098004; Q-100102; Vanillin, TraceCERT(R), certified reference material; Z57772449; F2190-0587; Vanillin, European Pharmacopoeia (EP) Reference Standard; 1-(AMINOMETHYL)-CYCLOPROPANECARBOXYLICACIDETHYLESTER; Mettler-Toledo Calibration substance ME 51143093, Vanillin; Vanillin, United States Pharmacopeia (USP) Reference Standard; NSC 15351;NSC-15351; NSC15351 pound>>4-Hydroxy-3-methoxybenzaldehyde; Vanillin, Pharmaceutical Secondary Standard; Certified Reference Material; Vanillin Melting Point Standard, United States Pharmacopeia (USP) Reference Standard; Mettler-Toledo Calibration substance ME 51143093, Vanillin, traceable to primary standards (LGC); Vanillin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
CAS 121-33-5
PubChem CID 1183
ChEMBL ID CHEMBL13883
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Phenols
        • Subclass: Methoxyphenols
          • Direct Parent: Methoxyphenols

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 152.15 ALogp: 1.2
HBD: 1 HBA: 3
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 1
Heavy Atoms: 11 QED Weighted: 0.656

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.484 MDCK Permeability: 0.00001370
Pgp-inhibitor: 0 Pgp-substrate: 0.082
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.216

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.745 Plasma Protein Binding (PPB): 79.00%
Volume Distribution (VD): 0.805 Fu: 18.19%

ADMET: Metabolism

CYP1A2-inhibitor: 0.84 CYP1A2-substrate: 0.731
CYP2C19-inhibitor: 0.081 CYP2C19-substrate: 0.217
CYP2C9-inhibitor: 0.032 CYP2C9-substrate: 0.775
CYP2D6-inhibitor: 0.019 CYP2D6-substrate: 0.553
CYP3A4-inhibitor: 0.045 CYP3A4-substrate: 0.231

ADMET: Excretion

Clearance (CL): 9.655 Half-life (T1/2): 0.885

ADMET: Toxicity

hERG Blockers: 0.035 Human Hepatotoxicity (H-HT): 0.019
Drug-inuced Liver Injury (DILI): 0.033 AMES Toxicity: 0.067
Rat Oral Acute Toxicity: 0.031 Maximum Recommended Daily Dose: 0.097
Skin Sensitization: 0.26 Carcinogencity: 0.119
Eye Corrosion: 0.976 Eye Irritation: 0.993
Respiratory Toxicity: 0.964
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000027 0.714 D0E9CD 0.765
ENC001101 0.619 D0V9EN 0.354
ENC000172 0.583 D03LGG 0.338
ENC000296 0.550 D0U5CE 0.338
ENC001056 0.550 D0U0OT 0.321
ENC000095 0.537 D0C4YC 0.311
ENC000777 0.512 D09GYT 0.296
ENC000507 0.500 D06GIP 0.283
ENC004652 0.479 D01WJL 0.283
ENC004988 0.478 D0BA6T 0.278
*Note: the compound similarity was calculated by RDKIT.