Abyssinin - Compound Card

Abyssinin

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Abyssinin

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)CC[C@@H]1[C@H]4O1)OC(=O)C
InChI InChI=1S/C27H30O8/c1-14(29)35-27-11-6-16-17(26(27,13-28)10-8-18-24(27)34-18)7-9-25(2)20(15-4-5-19(30)33-12-15)22(31)23(32-3)21(16)25/h4-5,12-13,16-18,20,24H,6-11H2,1-3H3/t16-,17+,18-,20+,24-,25-,26+,27+/m1/s1
InChIKey OGARMHBKUCJUTA-CKSLAKHHSA-N
Formula C27H30O8
HBA 8
HBD 0
MW 482.53
Rotatable Bonds 4
TPSA 112.41
LogP 3.08
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 482.19
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: 158252
Nmrshiftdb2: 70076603

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCC3C1CCC4C=5C(CCC34)C(C(=O)C5)c6ccc(=O)oc6

Level: 1

Mol. Weight: 482.53 g/mol

Structure

SMILES: C12C(O2)CCC3C1CCC4C=5C(CC(=O)C5)CCC34

Level: 0

Mol. Weight: 482.53 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 482.53 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-5.18
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.5
Plasma Protein Binding
51.92
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.84
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.18
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
-760.12
Rat (Acute)
5.12
Rat (Chronic Oral)
1.59
Fathead Minnow
4.89
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
491.88
Hydration Free Energy
-2.84
Log(D) at pH=7.4
2.3
Log(P)
1.4
Log S
-4.69
Log(Vapor Pressure)
-8.56
Melting Point
211.19
pKa Acid
4.95
pKa Basic
3.06
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 0.9702
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9702
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8387
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8387
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8365
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8365
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8275
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8275
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8044
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8044
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7581
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7581
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7513
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7513
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7478
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7478
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7456
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7456
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7442
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7442
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7433
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7433
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7419
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7419
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7407
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7407
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7383
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7383
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7326
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7326
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7323
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7323
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7320
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7320
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7310
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 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
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7287
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7287
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7249
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7249
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7223
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7223
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7197
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7197
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7150
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7150
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7147
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7147
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7131
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7131
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7115
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7115
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7112
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7112
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7110
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7110
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7104
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7104
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7088
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7088
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7086
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7086
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7076
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7076
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7076
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7076
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7076
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7076
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7065
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7065
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7044
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7044
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7013
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7010
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7010

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