Scillicyanosidin - Compound Card

Scillicyanosidin

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Scillicyanosidin

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae:Urgineoideae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Bufadienolide
Canonical Smiles O=C[C@]12CC[C@@H](C=C1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@@H]([C@@H]2c1ccc(=O)oc1)OC(=O)C)C)O
InChI InChI=1S/C26H32O7/c1-15(28)33-21-12-26(31)20-5-4-17-11-18(29)7-10-25(17,14-27)19(20)8-9-24(26,2)23(21)16-3-6-22(30)32-13-16/h3,6,11,13-14,18-21,23,29,31H,4-5,7-10,12H2,1-2H3/t18-,19-,20+,21-,23-,24+,25+,26-/m0/s1
InChIKey RMZCVTURBDCJAU-CNSROJMNSA-N
Formula C26H32O7
HBA 7
HBD 2
MW 456.54
Rotatable Bonds 3
TPSA 114.04
LogP 2.88
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 456.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Urginea lydenburgensis Hyacinthaceae:Urgineoideae Plantae 2895951

Showing of synonyms

  • Crouch NR, du Toit K, et al. (2006). Bufadienolides from bulbs of Urginea lydenburgensis (Hyacinthaceae: Urgineoideae). Phytochemistry, 2006, 67(19), 2140–2145. [View]
Pubchem: 102067332
Nmrshiftdb2: 70057328

No compound-protein relationship available.

Structure

SMILES: C1CCC=C(CC2)C1C(CC3)C2C(C34)CCC4c5ccc(=O)oc5

Level: 1

Mol. Weight: 456.54 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCCC4

Level: 0

Mol. Weight: 456.54 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 456.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.96
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.58
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.55
Plasma Protein Binding
66.6
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
8.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.2
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.33
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-153.7
Rat (Acute)
5.94
Rat (Chronic Oral)
1.52
Fathead Minnow
4.0
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
479.39
Hydration Free Energy
-2.82
Log(D) at pH=7.4
1.96
Log(P)
1.63
Log S
-3.98
Log(Vapor Pressure)
-9.53
Melting Point
226.9
pKa Acid
6.05
pKa Basic
4.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8838
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8504
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8069
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7905
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7901
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7857
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7790
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7599
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7549
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7388
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7357
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7349
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7313
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7306
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7251
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7240
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7229
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7186
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7166
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7050
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7034
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7012

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