2-C-methyl-D-erythritol - Compound Card

2-C-methyl-D-erythritol

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2-C-methyl-D-erythritol

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Sugar
Canonical Smiles OC[C@@H](C(CO)(O)C)O
InChI InChI=1S/C5H12O4/c1-5(9,3-7)4(8)2-6/h4,6-9H,2-3H2,1H3/t4-,5?/m0/s1
InChIKey HGVJFBSSLICXEM-ROLXFIACSA-N
Formula C5H12O4
HBA 4
HBD 4
MW 136.15
Rotatable Bonds 3
TPSA 80.92
LogP -1.92
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 136.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050

Showing of synonyms

  • Ahmed AA, El-Razek MHA, et al. (1996). A new derivative of glucose and 2-C-methyl-D-erythritol from Ferula sinaica. Journal of Natural Products,1996,59,1171-1173. [View] [PubMed]
Pubchem: 53481015
Nmrshiftdb2: 70131440
CPRiL: 80853

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.04
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-2.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.25
Plasma Protein Binding
8.29
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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.53
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
2.69
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.43
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
-1.23
Rat (Acute)
0.57
Rat (Chronic Oral)
2.73
Fathead Minnow
1.3
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
330.99
Hydration Free Energy
-20.11
Log(D) at pH=7.4
-2.42
Log(P)
-1.7
Log S
0.17
Log(Vapor Pressure)
-8.3
Melting Point
123.54
pKa Acid
9.36
pKa Basic
4.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9370
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9370
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8906
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8906
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8550
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8550
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7967
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7967
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7901
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7901
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7897
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7897
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7888
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7888
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7885
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7885
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7843
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7843
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7810
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7810
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7795
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7795
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7725
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7725
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7617
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7617
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7607
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7607
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7541
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7541
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7474
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7474
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7452
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7452
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7391
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7391
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7323
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7323
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7322
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7322
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7265
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7265
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7262
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7262
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7234
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7234
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7226
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7226
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7213
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7213
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7185
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7185
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7137
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7137
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7085
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7085
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7085
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7085
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7036
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7036

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