Anthragallol 3-O-rutinoside - Compound Card

Anthragallol 3-O-rutinoside

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Anthragallol 3-O-rutinoside

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)COC1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Oc1cc2C(=O)c3ccccc3C(=O)c2c(c1O)O
InChI InChI=1S/C26H28O14/c1-8-15(27)21(33)23(35)25(38-8)37-7-13-19(31)22(34)24(36)26(40-13)39-12-6-11-14(20(32)18(12)30)17(29)10-5-3-2-4-9(10)16(11)28/h2-6,8,13,15,19,21-27,30-36H,7H2,1H3/t8-,13-,15-,19-,21+,22+,23+,24-,25?,26-/m0/s1
InChIKey ZLRUPIOIQZSSPH-SKWSQKEASA-N
Formula C26H28O14
HBA 14
HBD 8
MW 564.5
Rotatable Bonds 5
TPSA 232.9
LogP -2.1
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 564.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Galium sinaicum Rubiaceae Plantae 25168

Showing of synonyms

  • El-Gamal A.A, Takeya K, et al. (1996). Anthraquinones from the polar fractions of Galium sinaicum. Phytochemistry, 1996, 42(4), 1149-55. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3)ccc(c34)C(=O)c5c(C4=O)cccc5

Level: 2

Mol. Weight: 564.5 g/mol

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)OC4CCCCO4

Level: 1

Mol. Weight: 564.5 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 564.5 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 564.5 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 564.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.63
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
80.11
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
9.07
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.28
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.88
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.93
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
-3797.89
Rat (Acute)
2.45
Rat (Chronic Oral)
4.51
Fathead Minnow
8.77
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
583.97
Hydration Free Energy
-2.93
Log(D) at pH=7.4
-0.69
Log(P)
0.09
Log S
-3.84
Log(Vapor Pressure)
-12.77
Melting Point
209.87
pKa Acid
2.42
pKa Basic
7.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9356
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9268
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9169
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9008
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8907
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8799
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8686
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.8456
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8422
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8415
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8296
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8286
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8205
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8076
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8064
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.8061
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.8003
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7990
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7801
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7792
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7691
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7650
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7637
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7617
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7603
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7567
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7555
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7521
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7513
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7510
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7497
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7479
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7456
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7446
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7438
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7438
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7426
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7418
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7390
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7370
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7357
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7354
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7353
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7347
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7296
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7294
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7257
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7251
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7208
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7190
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 2 0.7163
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7150
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7136
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7134
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7124
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7121
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7114
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7087
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7085
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7065
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7065
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7026
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.7019
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7005

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