1,2-tridecanediol-1-O-alpha-L-5’-acetylarabinofuranoside - Compound Card

1,2-tridecanediol-1-O-alpha-L-5’-acetylarabinofuranoside

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1,2-tridecanediol-1-O-alpha-L-5’-acetylarabinofuranoside

Structure
Zoomed Structure
  • Family: Burseraceae
  • Kingdom: Plantae
  • Class: Fatty Alcohol
    • Subclass: Fatty Alcohol Glycoside
Canonical Smiles CCCCCCCCCCCC(CO[C@@H]1O[C@H]([C@@H]([C@H]1O)O)COC(=O)C)O
InChI InChI=1S/C20H38O7/c1-3-4-5-6-7-8-9-10-11-12-16(22)13-26-20-19(24)18(23)17(27-20)14-25-15(2)21/h16-20,22-24H,3-14H2,1-2H3/t16?,17-,18-,19+,20+/m0/s1
InChIKey AAYSDBVXMGHZAL-SPACUTFJSA-N
Formula C20H38O7
HBA 7
HBD 3
MW 390.52
Rotatable Bonds 15
TPSA 105.45
LogP 2.29
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 390.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora merkeri Burseraceae Plantae 1173010

Showing of synonyms

  • Samwel B, Innocent E, et al. (2022). Two mosquito larvicidal arabinofuranosidetridecanol from Commiphora merkeri exudate. Natural product research, 2022, 36(11), 2821–2829. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 72.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.18
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
64.97
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
6.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.48
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.36
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.1
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
-1.85
Rat (Acute)
1.38
Rat (Chronic Oral)
2.84
Fathead Minnow
3.81
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
411.56
Hydration Free Energy
-10.77
Log(D) at pH=7.4
2.76
Log(P)
4.13
Log S
-3.76
Log(Vapor Pressure)
-8.73
Melting Point
83.36
pKa Acid
7.6
pKa Basic
3.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.9497
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.9130
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9080
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8992
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8766
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8739
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8579
Reaction center protein L chain P0C0Y8 RCEL_RHOSH Rhodobacter sphaeroides 3 0.8138
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.8025
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7813
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7717
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7600
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7568
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7458
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7429
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7337
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7272
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7191
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7141
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7023

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