Rubellin - Compound Card

Rubellin

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Rubellin

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae:Urgineoideae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Bufadienolide
Canonical Smiles CO[C@@]12O[C@@H]3C=C4[C@H](O)C[C@@]5([C@@H]([C@]4(C[C@H]3O[C@@H]([C@@H]1O)O[C@H]([C@H]2O)C)C)[C@H](O)C(=O)[C@]1([C@]5(O)CC[C@@H]1c1ccc(=O)oc1)C)O
InChI InChI=1S/C31H40O13/c1-13-23(35)31(40-4)25(37)26(42-13)43-19-11-27(2)16(9-18(19)44-31)17(32)10-29(38)22(27)21(34)24(36)28(3)15(7-8-30(28,29)39)14-5-6-20(33)41-12-14/h5-6,9,12-13,15,17-19,21-23,25-26,32,34-35,37-39H,7-8,10-11H2,1-4H3/t13-,15+,17+,18+,19+,21-,22+,23+,25-,26-,27-,28-,29-,30+,31-/m0/s1
InChIKey ZHRVXLJKFZCJGO-HEFIRDGPSA-N
Formula C31H40O13
HBA 13
HBD 6
MW 620.65
Rotatable Bonds 2
TPSA 205.58
LogP -0.76
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 620.25
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Drimia macrocentra Hyacinthaceae:Urgineoideae Plantae 1207269

Showing of synonyms

  • Crouch NR, Langlois A, et al. (2007). Bufadienolides from Drimia macrocentra and Urginea riparia (Hyacinthaceae: Urgineoideae). Phytochemistry, 2007, 68(13), 1731–1734. [View]
Pubchem: 102150680

No compound-protein relationship available.

Structure

SMILES: c1oc(=O)ccc1C2CCC(C23)C4C(CC3=O)C5C(CC4)=CC6C(C5)OC7CC(O6)CCO7

Level: 1

Mol. Weight: 620.65 g/mol

Structure

SMILES: C1CCC(C12)C3C(CC2=O)C4C(CC3)=CC5C(C4)OC6CC(O5)CCO6

Level: 0

Mol. Weight: 620.65 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 620.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.47
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.97
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
14.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.67
Plasma Protein Binding
83.69
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.96
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.25
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.96
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-28657.44
Rat (Acute)
4.96
Rat (Chronic Oral)
3.56
Fathead Minnow
50.71
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
504.45
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.66
Log(P)
-0.6
Log S
-2.63
Log(Vapor Pressure)
-13.76
Melting Point
223.38
pKa Acid
4.33
pKa Basic
5.02
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9721
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8789
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8673
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.8636
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.8609
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8452
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8421
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8311
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.8185
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8149
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7691
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7640
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7600
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7582
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7576
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7532
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7471
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7456
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7428
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.7308
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7289
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7288
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7278
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7270
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7268
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7266
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7248
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7227
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7193
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7175
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7130
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7129
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7115
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7106
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7102
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7075
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7046
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7042
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7033
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7000

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