(2S,3S,4R,5R)-N-(1,3,4,5-tetrahydroxyundecan-2-yl)tetradecanamide - Compound Card

(2S,3S,4R,5R)-N-(1,3,4,5-tetrahydroxyundecan-2-yl)tetradecanamide

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(2S,3S,4R,5R)-N-(1,3,4,5-tetrahydroxyundecan-2-yl)tetradecanamide

Structure
Zoomed Structure
  • Family: Plantae - Achariaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles CCCCCCCCCCCCCC(=O)N[C@H]([C@@H]([C@@H]([C@@H](CCCCCC)O)O)O)CO
InChI InChI=1S/C25H51NO5/c1-3-5-7-9-10-11-12-13-14-15-17-19-23(29)26-21(20-27)24(30)25(31)22(28)18-16-8-6-4-2/h21-22,24-25,27-28,30-31H,3-20H2,1-2H3,(H,26,29)/t21-,22+,24-,25+/m0/s1
InChIKey BXFPGPRDNQSKKM-TVYALGDOSA-N
Formula C25H51NO5
HBA 5
HBD 5
MW 445.69
Rotatable Bonds 22
TPSA 110.02
LogP 4.22
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 445.38
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Caloncoba welwitschii Achariaceae Plantae 2708920

Showing of synonyms

  • Keugwa CVT, Rosette EF, et al. (2023). Three new 30-norfriedelane and a new friedelane triterpenes from the trunk bark of Caloncoba welwitschii (Oliv.) Gilg (Achariaceae). Natural product research,2023, 37(3), 468-477. [View] [PubMed]
Pubchem: 72715193

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.06
Plasma Protein Binding
76.34
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.78
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.93
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.63
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.54
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-20.78
Rat (Acute)
1.92
Rat (Chronic Oral)
3.27
Fathead Minnow
3.93
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
472.52
Hydration Free Energy
-6.58
Log(D) at pH=7.4
3.3
Log(P)
6.61
Log S
-4.43
Log(Vapor Pressure)
-11.63
Melting Point
79.11
pKa Acid
7.49
pKa Basic
6.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9510
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9510
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9256
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9256
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9143
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9143
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8856
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8856
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8565
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8565
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.8464
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8464
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.8464
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8464
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8430
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8430
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.8182
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.8182
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8145
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8145
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8077
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8077
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.8056
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.8056
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 3 0.8031
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 3 0.8031
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8021
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8021
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7724
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7724
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7673
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7673
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7641
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7641
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7589
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7589
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7576
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7576
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7557
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7557
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7557
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7557
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7491
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7491
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7482
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7482
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7447
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7447
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7438
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7438
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7384
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7384
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7329
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7329
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7299
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7299
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7280
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7280
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7279
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7279
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7212
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7212
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7182
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7182
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.7177
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.7177
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 4 0.7096
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 4 0.7096
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7087
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7087
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7080
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7080
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7057
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7057

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