(2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide - Compound Card

(2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide

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(2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Ceramide
Canonical Smiles C([C@@H]([C@@H]([C@@H](CCCCCCCCCCCC)O)O)NC(=O)[C@H](CCCC/C=C/CCCCCCCCCCCCCCCCCCC)O)O
InChI InChI=1S/C43H85NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-41(47)43(49)44-39(38-45)42(48)40(46)36-34-32-30-28-14-12-10-8-6-4-2/h27,29,39-42,45-48H,3-26,28,30-38H2,1-2H3,(H,44,49)/b29-27+/t39-,40+,41-,42-/m0/s1
InChIKey XJVZNFNTDGBISQ-SRZWMNBRSA-N
Formula C43H85NO5
HBA 5
HBD 5
MW 696.15
Rotatable Bonds 39
TPSA 110.02
LogP 11.02
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 49
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 695.64
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus glumosa Moraceae Plantae 182114

Showing of synonyms

  • Nana F, Sandjo LP, et al. (2012). Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae). J. Braz. Chem. Soc., 2012, 23(3). [View] [PubMed]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
77.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.83
Plasma Protein Binding
78.16
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
Inhibitor

Excretion

Clearance
-0.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.55
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.09
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.4
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
-145375.76
Rat (Acute)
2.06
Rat (Chronic Oral)
3.95
Fathead Minnow
197.13
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
13849.53
Hydration Free Energy
-2.92
Log(D) at pH=7.4
5.85
Log(P)
15.26
Log S
-6.98
Log(Vapor Pressure)
-398.96
Melting Point
81.49
pKa Acid
8.34
pKa Basic
5.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8904
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8757
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.8750
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8477
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8446
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8197
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.8182
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8040
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.8040
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.8014
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7933
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7864
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7792
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7784
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7683
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7501
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7367
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7282
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7247
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7164
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7039

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