Bismurrangatin - Compound Card

Bismurrangatin

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Bismurrangatin

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Biscoumarin
Canonical Smiles COc1ccc2c(c1[C@H]([C@@H](C(=C)C)O)O[C@@H](c1c(OC)ccc3c1oc(=O)cc3)[C@@H](C(=C)C)O)oc(=O)cc2
InChI InChI=1S/C30H30O9/c1-15(2)25(33)29(23-19(35-5)11-7-17-9-13-21(31)37-27(17)23)39-30(26(34)16(3)4)24-20(36-6)12-8-18-10-14-22(32)38-28(18)24/h7-14,25-26,29-30,33-34H,1,3H2,2,4-6H3/t25-,26-,29-,30+/m1/s1
InChIKey HWGBLAJNKCZKTN-JQYHKRKISA-N
Formula C30H30O9
HBA 9
HBD 2
MW 534.56
Rotatable Bonds 10
TPSA 128.57
LogP 4.59
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 534.19
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Murraya exotica Rutaceae Plantae 2901850

Showing of synonyms

  • Negi N, Ochi A, et al. (2005). Two new dimeric coumarins isolated from Murraya exotica. Chemical and Pharmaceutical Bulletin,2005,53(9),1180-1182. [View] [PubMed]
Pubchem: 11497469
Nmrshiftdb2: 70086170

No compound-protein relationship available.

Structure

SMILES: O=c(o1)ccc(c12)cccc2COCc3cccc(c34)ccc(=O)o4

Level: 1

Mol. Weight: 534.56 g/mol

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 534.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.660
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.630
Plasma Protein Binding
86.55
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.190
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.620
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.070
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-2032.370
Rat (Acute)
3.130
Rat (Chronic Oral)
2.400
Fathead Minnow
13.850
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
510.540
Hydration Free Energy
-2.870
Log(D) at pH=7.4
3.430
Log(P)
3.33
Log S
-5.14
Log(Vapor Pressure)
-9.52
Melting Point
184.6
pKa Acid
8.12
pKa Basic
4.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9415
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9415
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8950
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8950
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8812
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8812
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8532
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8532
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8420
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8420
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8284
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8284
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8280
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8280
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8161
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8161
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.8157
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.8157
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8014
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8014
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.7900
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.7900
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7893
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7893
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7777
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7777
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7746
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7746
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7739
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7739
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7727
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7727
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7702
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7702
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7690
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7690
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7646
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7646
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7607
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7607
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7595
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7595
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7581
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7581
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7576
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7576
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7565
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7565
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7557
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7557
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7544
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7544
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7491
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7491
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7466
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7466
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7447
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7447
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7396
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7396
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7365
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7365
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7308
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7308
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7301
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7301
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7300
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7300
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7265
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7265
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7259
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7259
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.7197
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.7197
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7139
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7139
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7119
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7119
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7089
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7089
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7027
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7027
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7019
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7019
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7005
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7005

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