Iristectorigenin B 7-O-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranoside - Compound Card

Iristectorigenin B 7-O-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranoside

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Iristectorigenin B 7-O-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Iridaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles OC[C@@H]1O[C@H](OC[C@@H]2O[C@H](Oc3cc4occ(c(=O)c4c(c3OC)O)c3ccc(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C29H34O17/c1-40-13-5-10(3-4-12(13)31)11-8-42-14-6-15(27(41-2)22(35)18(14)19(11)32)44-29-26(39)24(37)21(34)17(46-29)9-43-28-25(38)23(36)20(33)16(7-30)45-28/h3-6,8,16-17,20-21,23-26,28-31,33-39H,7,9H2,1-2H3/t16-,17-,20-,21-,23+,24+,25-,26-,28-,29-/m0/s1
InChIKey RPMLONDJRVSFNW-MBYPSSFTSA-N
Formula C29H34O17
HBA 17
HBD 9
MW 654.57
Rotatable Bonds 9
TPSA 267.66
LogP -2.11
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.48
Exact Mass 654.18
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Iris albicans Iridaceae Plantae 1265916

Showing of synonyms

  • Abdel-Mageed W, Al-Wahaibi L, et al. (2018). Phytochemical and chemotaxonomic study on Iris albicans Lange leaves. Biochemical Systematics and Ecology, 2018, 76, 32-34. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(cc3)cc(c34)occ(c4=O)-c5ccccc5

Level: 3

Mol. Weight: 654.57 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(cc3)cc(c34)occc4=O

Level: 2

Mol. Weight: 654.57 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)-c4ccccc4

Level: 2

Mol. Weight: 654.57 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 654.57 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 654.57 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 654.57 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 654.57 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 654.57 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 654.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.55
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.160
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
38.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
69.26
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.830
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.970
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.840
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.740
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-67778.160
Rat (Acute)
2.400
Rat (Chronic Oral)
4.540
Fathead Minnow
103.180
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
1312.170
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.350
Log(P)
-0.72
Log S
-4.77
Log(Vapor Pressure)
-78.51
Melting Point
221.34
pKa Acid
3.28
pKa Basic
5.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9523
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9399
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9332
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9312
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9243
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9194
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9181
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9139
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9138
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.9133
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9063
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9058
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8857
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8825
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8803
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8745
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8666
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8664
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8547
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8528
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8526
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8522
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8460
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8436
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8430
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8387
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8294
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8280
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8277
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8250
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8173
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8132
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8097
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8033
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8029
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8023
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7944
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7922
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7907
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7885
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7873
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7848
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7844
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7801
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7758
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7755
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7747
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7737
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7729
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7725
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7716
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7701
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7671
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7634
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7620
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7618
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7609
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7606
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7586
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.7585
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7577
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7571
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7550
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7543
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7541
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7516
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7512
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7511
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.7506
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7499
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7468
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7466
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7464
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7437
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7437
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7398
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7374
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7370
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7369
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7367
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7360
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7350
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7339
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7335
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7329
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7327
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7324
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7323
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7304
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7296
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7274
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7270
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7261
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7260
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 5 0.7250
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7249
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7243
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7238
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7234
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7231
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7226
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7221
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7210
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7208
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7203
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7195
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7187
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7179
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7162
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7159
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7151
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7138
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7138
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7131
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7125
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7125
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7121
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7106
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7088
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7087
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7087
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7078
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7072
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7064
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7063
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7054
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7050
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7042
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7034
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7029
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7021
DNA (cytosine-5)-methyltransferase 3A O88508 DNM3A_MOUSE Mus musculus 3 0.7021
Nucleoside diphosphate kinase A5J299 A5J299_PENVA Penaeus vannamei 2 0.7019
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7012
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7001

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