Natural Product: ENC000144

NPs Basic Information

Download MOL File
Name
Acetyl tributyl citrate
Molecular Formula C20H34O8
IUPAC Name*
tributyl 2-acetyloxypropane-1,2,3-tricarboxylate
SMILES
CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)OC(=O)C
InChI
InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3
InChIKey
QZCLKYGREBVARF-UHFFFAOYSA-N
Synonyms
77-90-7; ACETYL TRIBUTYL CITRATE; tributyl 2-acetoxypropane-1,2,3-tricarboxylate; Acetyltributyl citrate; Tributyl acetylcitrate; Tributyl O-acetylcitrate; Citroflex A; Blo-trol; Citroflex A 4; 2-Acetyltributylcitrate; Tributyl citrate acetate; ATBC; 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl ester; Tributyl acetyl citrate; FEMA No. 3080; acetyltributylcitrate; Acetylcitric acid, tributyl ester; Tributyl acetylicitrate; Citric acid, tributyl ester, acetate; o-Acetylcitric acid tributyl ester; Acetyl tri-n-butyl citrate; NSC 3894; Uniplex 84; Tributyl 2-acetoxy-1,2,3-propanetricarboxylate; Acetyl butyl citrate; tributyl 2-acetyloxypropane-1,2,3-tricarboxylate; Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylate; 2-Acetoxy-1,2,3-propanetricarboxylic acid tributyl ester; NSC-3894; 0ZBX0N59RZ; 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-tributyl ester; DSSTox_CID_6446; DSSTox_RID_78115; DSSTox_GSID_26446; Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic acid; 1,2,3-Propanetricarboxylic acid, 2-acetoxy-, tributyl ester; Caswell No. 005AB; MFCD00043554; CAS-77-90-7; CCRIS 3409; HSDB 656; EINECS 201-067-0; UNII-0ZBX0N59RZ; Acetyltributyl citrate [NF]; BRN 2303316; Estaflex; AI3-01999; Estaflex ATC; Pfizer citroflex A-4; Acetylcitric acid tributyl; EC 201-067-0; SCHEMBL23183; Tributyl O-acetylcitrate, 98%; CHEMBL1904556; DTXSID2026446; Acetyl Tributyl Citrate (ATBC); FEMA 3080; NSC3894; CHEBI:168067; Citric acid, acetyl tributyl ester; ACETYLTRIBUTYL CITRATE [II]; 2-(Acetyloxy)-1,2,3-propanetricarboxylic acid, tributyl ester; ZINC3875493; Tox21_112777; Tox21_201779; Tox21_303128; ACETYLTRIBUTYL CITRATE [HSDB]; TRIBUTYL ACETYLCITRATE [FHFI]; ACETYL TRIBUTYL CITRATE [INCI]; AKOS015895884; TRIBUTYL ACETYLCITRATE [MART.]; ACETYLTRIBUTYL CITRATE [USP-RS]; CS-W011697; Tributyl 2-acetylcitrate, >=98%, FG; NCGC00164157-01; NCGC00164157-02; NCGC00257221-01; NCGC00259328-01; BS-18149; NCI60_003698; CITRIC ACID, O-ACETYLTRIBUTYL ESTER; A0822; Citric acid, tributyl ester, acetate (8CI); FT-0621820; Tributyl 2-acetoxy-1,3-propanetricarboxylate; TRIBUTYL ACETYLCITRATE [EP MONOGRAPH]; D70155; Tributyl 2-acetoxy-1,2, 3-propanetricarboxylate; A839285; SR-01000883988; Q4673294; SR-01000883988-1; Tributyl 2-(acetyloxy)-1,3-propanetricarboxylic acid; 2-Acetoxy-1,3-propanetricarboxylic acid tributyl ester; Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic acid; 1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate; 2-Acetoxy-1,2, 3-propanetricarboxylic acid tributyl ester; 1,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl ester; 2-(Acetyloxy)-1,2,3-propane tricarboxylic acid, tributyl ester; 2-ACETYLOXY-1,2,3-PROPANETRICARBOXYLIC ACID TRIBUTYL ESTER; Acetyltributyl citrate, United States Pharmacopeia (USP) Reference Standard; Tributyl acetylcitrate, European Pharmacopoeia (EP) Reference Standard; Tributyl 2-acetylcitrate, Pharmaceutical Secondary Standard; Certified Reference Material
CAS 77-90-7
PubChem CID 6505
ChEMBL ID CHEMBL1904556
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Tetracarboxylic acids and
          • Direct Parent: Tetracarboxylic acids and

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: 402.5 ALogp: 3.3
HBD: 0 HBA: 8
Rotatable Bonds: 19 Lipinski's rule of five: Accepted
Polar Surface Area: 105.0 Aromatic Rings: 0
Heavy Atoms: 28 QED Weighted: 0.231

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.6 MDCK Permeability: 0.00003480
Pgp-inhibitor: 0.997 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.991
30% Bioavailability (F30%): 0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.722 Plasma Protein Binding (PPB): 80.78%
Volume Distribution (VD): 0.451 Fu: 16.50%

ADMET: Metabolism

CYP1A2-inhibitor: 0.877 CYP1A2-substrate: 0.08
CYP2C19-inhibitor: 0.862 CYP2C19-substrate: 0.126
CYP2C9-inhibitor: 0.867 CYP2C9-substrate: 0.087
CYP2D6-inhibitor: 0.152 CYP2D6-substrate: 0.037
CYP3A4-inhibitor: 0.447 CYP3A4-substrate: 0.317

ADMET: Excretion

Clearance (CL): 6.732 Half-life (T1/2): 0.633

ADMET: Toxicity

hERG Blockers: 0.125 Human Hepatotoxicity (H-HT): 0.034
Drug-inuced Liver Injury (DILI): 0.806 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.104 Maximum Recommended Daily Dose: 0.013
Skin Sensitization: 0.166 Carcinogencity: 0.102
Eye Corrosion: 0.865 Eye Irritation: 0.6
Respiratory Toxicity: 0.02
*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
ENC000158 0.388 D00MLW 0.356
ENC000601 0.364 D0X4FM 0.325
ENC000742 0.341 D0AY9Q 0.297
ENC000669 0.333 D0UF9W 0.257
ENC000213 0.333 D0Q7ZQ 0.255
ENC000655 0.329 D06ORU 0.243
ENC000164 0.327 D0Z1QC 0.242
ENC000090 0.320 D0K8CI 0.239
ENC003079 0.320 D0L2UN 0.234
ENC003057 0.302 D0K2TB 0.233
*Note: the compound similarity was calculated by RDKIT.