Rumpictuside A - Compound Card

Rumpictuside A

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Rumpictuside A

Structure
Zoomed Structure
  • Family: Plantae - Polygonaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles OCC1O[C@@H](Oc2cc([O-])c3c(c2)C(=O)c2c(C3=O)c(O)cc(c2)C)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C21H20O10/c1-7-2-9-14(11(23)3-7)18(27)15-10(16(9)25)4-8(5-12(15)24)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/p-1/t13?,17-,19?,20+,21-/m1/s1
InChIKey UBVJENDWBOVRBS-XVEYRRPESA-M
Formula C21H19O10-
HBA 10
HBD 5
MW 431.37
Rotatable Bonds 3
TPSA 176.81
LogP -1.27
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge -1
Fraction CSP3 0.33
Exact Mass 431.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rumex pictus Polygonaceae Plantae 1786036

Showing of synonyms

  • El-Kashak W.A, Elshamy A.I, et al. (2017). Rumpictuside A: Unusual 9,10-anthraquinone glucoside from Rumex pictus Forssk. Carbohydrate research, 2017, 448, 74-78. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 431.37 g/mol

Structure

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

Level: 0

Mol. Weight: 431.37 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 431.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.07
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.91
Plasma Protein Binding
88.43
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
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
4.73
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
-38.52
Rat (Acute)
2.68
Rat (Chronic Oral)
3.62
Fathead Minnow
4.22
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
530.41
Hydration Free Energy
-6.11
Log(D) at pH=7.4
0.34
Log(P)
0.59
Log S
-3.54
Log(Vapor Pressure)
-11.92
Melting Point
215.7
pKa Acid
5.05
pKa Basic
4.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9237
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8980
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8977
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8957
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8945
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8877
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8819
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8747
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.8603
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8578
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8562
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8391
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8257
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8208
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7974
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7950
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7819
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7736
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7687
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7671
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7580
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7565
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7549
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7500
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7404
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7288
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7267
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7228
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7222
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7195
7-methylguanosine phosphate-specific 5'-nucleotidase Q9W197 5NT3B_DROME Drosophila melanogaster 4 0.7195
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7192
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7175
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7171
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7156
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7155
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7145
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7124
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7113
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7073
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7065
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7063
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7051
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7045
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7016
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7003
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7002

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