Abyssinol C - Compound Card

Abyssinol C

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Abyssinol C

Structure
Zoomed Structure
  • Family: Plantae - Melianthaceae
  • Kingdom: Plantae
  • Class: Steroid
Canonical Smiles COC1=C2[C@@H]3CC[C@]4([C@]([C@H]3CC[C@@]2([C@H](C1=O)c1ccc(=O)oc1)C)(C=O)[C@H](OC(=O)C)C[C@@H](C4)OC(=O)C)O
InChI InChI=1S/C29H34O10/c1-15(31)38-18-11-21(39-16(2)32)29(14-30)20-8-9-27(3)23(17-5-6-22(33)37-13-17)25(34)26(36-4)24(27)19(20)7-10-28(29,35)12-18/h5-6,13-14,18-21,23,35H,7-12H2,1-4H3/t18-,19+,20-,21+,23-,27+,28-,29-/m0/s1
InChIKey ZHJLYWYOQBYSDP-NMWNSSENSA-N
Formula C29H34O10
HBA 10
HBD 1
MW 542.58
Rotatable Bonds 5
TPSA 146.41
LogP 2.61
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 542.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Bersama abyssinica Melianthaceae Plantae 113247

Showing of synonyms

  • Taniguchi M, Kubo I. (1993). Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.. Journal of Natural Products,1993,56(9),1539-1546. [View] [PubMed]
Pubchem: 178912

No compound-protein relationship available.

Structure

SMILES: c1oc(=O)ccc1C(C(=O)C2)C(C=23)CCC4C3CCC5C4CCCC5

Level: 1

Mol. Weight: 542.58 g/mol

Structure

SMILES: C1C(=O)CC(C=12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 542.58 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 542.58 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
71.5
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.6
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-2048.8
Rat (Acute)
4.74
Rat (Chronic Oral)
2.13
Fathead Minnow
9.72
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
469.29
Hydration Free Energy
-2.84
Log(D) at pH=7.4
2.11
Log(P)
0.92
Log S
-4.5
Log(Vapor Pressure)
-9.26
Melting Point
231.99
pKa Acid
5.68
pKa Basic
3.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8476
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8476
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8030
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8030
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7757
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7757
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7666
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7666
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7481
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7481
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7478
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7478
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7437
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7437
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7397
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7397
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7383
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7383
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7357
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7357
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7310
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7310
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7300
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7300
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7284
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7284
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7268
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7268
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7254
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7254
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7233
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7233
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7227
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7227
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7223
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7223
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7212
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7212
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7190
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7190
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7153
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7153
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7147
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7147
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7144
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7144
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7141
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7141
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7124
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7124
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7121
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7121
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7116
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7116
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7109
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7109
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7105
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7105
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7096
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7096
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7076
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7076
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7033
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7033
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7013
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7013

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