Abyssinol B - Compound Card

Abyssinol B

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Abyssinol B

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)c1ccc(=O)oc1)C)(CO)CC[C@@H]1[C@H]4O1)O
InChI InChI=1S/C25H32O6/c1-23-8-6-16-15(5-10-25(28)22-18(31-22)7-9-24(16,25)13-26)21(23)19(29-2)11-17(23)14-3-4-20(27)30-12-14/h3-4,12,15-18,22,26,28H,5-11,13H2,1-2H3/t15-,16+,17-,18-,22-,23-,24+,25+/m1/s1
InChIKey LTEXFQUEKSPLEB-PVWAGCOUSA-N
Formula C25H32O6
HBA 6
HBD 2
MW 428.53
Rotatable Bonds 3
TPSA 92.43
LogP 3.12
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 428.22
Number of Lipinski Rule Violations 0
# 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: 178913

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCC3C1CCC4C=5C(CCC34)C(CC5)c6ccc(=O)oc6

Level: 1

Mol. Weight: 428.53 g/mol

Structure

SMILES: C12C(O2)CCC3C1CCC4C=5C(CCC5)CCC34

Level: 0

Mol. Weight: 428.53 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 428.53 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.49
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.36
Plasma Protein Binding
54.01
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.07
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.19
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.09
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.38
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-133.8
Rat (Acute)
3.8
Rat (Chronic Oral)
2.1
Fathead Minnow
4.02
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
486.48
Hydration Free Energy
-3.15
Log(D) at pH=7.4
2.13
Log(P)
2.11
Log S
-4.15
Log(Vapor Pressure)
-8.83
Melting Point
205.98
pKa Acid
5.77
pKa Basic
5.58
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 0.9756
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9756
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8721
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8721
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8614
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8614
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8578
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8578
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8536
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8536
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8192
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8192
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7788
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7788
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7725
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7725
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7664
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7664
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7613
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7613
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7547
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7547
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7444
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7444
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7442
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7442
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7441
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7441
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7414
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7414
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7399
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7399
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7393
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7393
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7393
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7393
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7368
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7368
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7328
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7328
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7317
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7317
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7315
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7315
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7303
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7303
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7298
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7298
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7292
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7292
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7281
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7281
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7274
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7274
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7268
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7268
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7267
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7267
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7247
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7247
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7247
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7247
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7207
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7207
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7168
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7168
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 2 0.7134
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 2 0.7134
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7123
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7123
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7120
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7120
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7088
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7088
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7065
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7065
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7060
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7060
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.7001
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.7001

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