Cylicodiscoside - Compound Card

Cylicodiscoside

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Cylicodiscoside

Structure
Zoomed Structure
  • Family: Plantae - Mimosaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OCC1OC(O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CCC3[C@@]2(CO)CC[C@@]2(C3[C@@H](CC2)C(=C)C)C(=O)O)C)C)C(C(C1O)OC1OCC(C(C1OC1CCC(C(C1O)O)O)O)O)O
InChI InChI=1S/C47H76O16/c1-22(2)23-11-16-46(42(57)58)17-18-47(21-49)24(32(23)46)7-10-30-44(5)14-13-31(43(3,4)29(44)12-15-45(30,47)6)62-40-37(56)38(36(55)28(19-48)61-40)63-41-39(34(53)26(51)20-59-41)60-27-9-8-25(50)33(52)35(27)54/h23-41,48-56H,1,7-21H2,2-6H3,(H,57,58)/t23-,24?,25?,26?,27?,28?,29?,30?,31-,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,44-,45+,46-,47-/m0/s1
InChIKey HFEBKVHBSQSYCU-NOBVJDDOSA-N
Formula C47H76O16
HBA 15
HBD 10
MW 897.11
Rotatable Bonds 10
TPSA 265.52
LogP 1.62
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 63
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 896.51
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Dracaena viridiflora Agavaceae Plantae 1280234
2 Cylicodiscus gabunensis Mimosaceae Plantae 204972

Showing of synonyms

  • Teponno RB, Dzoyem JP, et al. (2017). Cytotoxicity of secondary metabolites from Dracaena viridiflora Engl & Krause and their semisynthetic analogues.. Records of Natural Products,2017, 11(5), 421-430. [View]
  • Tene M, Chabert P, et al. (2011). Triterpenoid saponins from Cylicodiscus gabunensis. Phytochemistry Letters, 2011, 4(2), 89-92. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC(OCC6)CC6OC(OCCC7)C7OC8CCCCC8

Level: 3

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC6CCCCO6

Level: 1

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCCCC1OC2CCCOC2

Level: 1

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 897.11 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 897.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.12
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
1106.13
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
145399.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.93
Plasma Protein Binding
44.38
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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.29
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-3378.79
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.56
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.3
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
-263892542.22
Rat (Acute)
3.73
Rat (Chronic Oral)
4.46
Fathead Minnow
333115.55
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
29677026.45
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-3.62
Log(P)
2.11
Log S
-2.76
Log(Vapor Pressure)
-977121.53
Melting Point
230.89
pKa Acid
-7045.79
pKa Basic
-24.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8199
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8199
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 4 0.8100
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 4 0.8100
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.8100
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.8100
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7916
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7916
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7890
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7890
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7784
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7784
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7737
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7737
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7705
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7705
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7654
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7654
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7141
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7141
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7138
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7138

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