4',4''',5,5''-tetramethylchamaejasmin - Compound Card

4',4''',5,5''-tetramethylchamaejasmin

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4',4''',5,5''-tetramethylchamaejasmin

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Biflavanone
Canonical Smiles COc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1[C@@H]1[C@H](Oc2c(C1=O)c(OC)cc(c2)O)c1ccc(cc1)OC)OC
InChI InChI=1S/C34H30O10/c1-39-21-9-5-17(6-10-21)33-29(31(37)27-23(41-3)13-19(35)15-25(27)43-33)30-32(38)28-24(42-4)14-20(36)16-26(28)44-34(30)18-7-11-22(40-2)12-8-18/h5-16,29-30,33-36H,1-4H3/t29-,30-,33+,34+/m0/s1
InChIKey YDLNPEQLLBJXBA-XITCCLNHSA-N
Formula C34H30O10
HBA 10
HBD 2
MW 598.6
Rotatable Bonds 7
TPSA 129.98
LogP 5.7
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 598.18
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ormocarpum kirkii Leguminosae/Fabaceae Plantae 77284

Showing of synonyms

  • Nyandat E, Hassanali A, et al. (1990). The 7,7''-β-diglucoside of (2S,3R)-chamaejasmin from Ormocarpum kirkii.. Phytochemistry,1990,29(7),2361-2364. [View] [PubMed]
Pubchem: 14633234

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)C(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 598.6 g/mol

Structure

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)C(C4=O)COc(c45)cccc5

Level: 2

Mol. Weight: 598.6 g/mol

Structure

SMILES: c1cccc(c12)OCC(C2=O)C(C3=O)COc(c34)cccc4

Level: 1

Mol. Weight: 598.6 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 598.6 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 598.6 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 598.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.550
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
25.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.680
Plasma Protein Binding
83.75
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
7.870
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.160
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.450
Micronucleos
Toxic
NR-AhR
Toxic
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
Toxic
T. Pyriformis
-47620.760
Rat (Acute)
3.130
Rat (Chronic Oral)
3.060
Fathead Minnow
80.000
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
960.310
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.800
Log(P)
5.17
Log S
-9.05
Log(Vapor Pressure)
-48.94
Melting Point
258.28
pKa Acid
7.8
pKa Basic
-1.82
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9641
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9641
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9202
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9202
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.9096
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.9096
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9075
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9075
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.9071
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.9071
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9040
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9040
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8953
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8953
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8910
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8910
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.8835
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.8835
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8524
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8524
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8441
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8441
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8338
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8338
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.8284
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.8284
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8255
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8255
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8231
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8231
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8153
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8153
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8092
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8092
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8060
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8060
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7993
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7993
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7989
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7989
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7941
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7941
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7926
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7926
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7914
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7914
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7800
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7800
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7787
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7787
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7751
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7751
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7701
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7701
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7691
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7691
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7664
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7664
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7628
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7628
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7627
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7627
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.7601
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.7601
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7594
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7594
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7578
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7578
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7570
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7570
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7557
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7557
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7539
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7539
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7519
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7519
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7503
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7503
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7470
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7470
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7457
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7457
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7443
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7443
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7433
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7433
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7422
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7422
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7413
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7413
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7410
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7410
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7374
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7374
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7361
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7361
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7352
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7352
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7346
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7346
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7333
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7333
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7310
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7310
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7300
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7300
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7295
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7295
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7278
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7278
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7278
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7278
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7271
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7271
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7257
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7257
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7251
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7251
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7239
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7239
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7233
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7233
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7230
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7230
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7222
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7222
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7221
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7221
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7199
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7199
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7177
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7177
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7163
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7163
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7156
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7156
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7155
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7155
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7134
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7134
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7124
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7124
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7108
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7108
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7107
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7107
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7093
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7093
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7053
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7053
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 4 0.7044
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 4 0.7044
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7038
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7038
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7036
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7036
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7026
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7026
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7011
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7011

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