Russelioside E - Compound Card

Russelioside E

Select a section from the left sidebar

Russelioside E

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Acylated Pregnane Glycoside
Canonical Smiles COC1C[C@H](O[C@H]2CC[C@]3(C(=CCC4[C@@H]3C[C@@H](CC(=O)c3ccccc3)[C@]3([C@]4(O)CC[C@@H]3[C@H](OC(=O)C)C)C)C2)C)OC([C@H]1O[C@H]1CC(OC)[C@@H](C(O1)C)O[C@H]1OC(C)[C@H](C([C@@H]1O)OC)O[C@H]1OC(CO)[C@H](C([C@@H]1O)O)O)C
InChI InChI=1S/C58H88O20/c1-28(70-32(5)60)37-19-21-58(66)38-17-16-34-22-36(18-20-56(34,6)39(38)23-35(57(37,58)7)24-40(61)33-14-12-11-13-15-33)74-44-25-41(67-8)50(29(2)71-44)76-45-26-42(68-9)51(30(3)72-45)77-55-49(65)53(69-10)52(31(4)73-55)78-54-48(64)47(63)46(62)43(27-59)75-54/h11-16,28-31,35-39,41-55,59,62-66H,17-27H2,1-10H3/t28-,29?,30?,31?,35+,36+,37-,38?,39+,41?,42?,43?,44+,45+,46-,47?,48+,49+,50-,51-,52-,53?,54-,55-,56+,57-,58+/m1/s1
InChIKey ADQLEGIPZJNZID-XVSKALDLSA-N
Formula C58H88O20
HBA 20
HBD 6
MW 1105.32
Rotatable Bonds 17
TPSA 266.28
LogP 3.89
Number Rings 9
Number Aromatic Rings 1
Heavy Atom Count 78
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 1104.59
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Caralluma russeliana Apocynaceae Plantae 120809

Showing of synonyms

  • Abdel-Sattar E, Ahmed AA, et al. (2007). Acylated pregnane glycosides from Caralluma russeliana. Phytochemistry,2007,68(10),1459-1463. [View] [PubMed]
Pubchem: 162903627
Nmrshiftdb2: 70098487

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)CC2CC(C3C(C24)CCC4)C5C(=CC3)CC(CC5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 5

Mol. Weight: 1105.32 g/mol

Structure

SMILES: c1ccccc1C(=O)CC2CC(C3C(C24)CCC4)C5C(=CC3)CC(CC5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1105.32 g/mol

Structure

SMILES: c1ccccc1C(=O)CC2CC(C3C(C24)CCC4)C5C(=CC3)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1105.32 g/mol

Structure

SMILES: c1ccccc1C(=O)CC2CC(C3C(C24)CCC4)C5C(=CC3)CC(CC5)OC6CCCCO6

Level: 2

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 1105.32 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1105.32 g/mol

Structure

SMILES: c1ccccc1C(=O)CC2CC(C3C(C24)CCC4)C5C(=CC3)CCCC5

Level: 1

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1105.32 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1105.32 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1105.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
3380077.320
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
441737108.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
94.12
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
3.820
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-10273805.760
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-5.040
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.050
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
-801731594508.720
Rat (Acute)
4.540
Rat (Chronic Oral)
1721.330
Fathead Minnow
1012015818.660
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
90172581199.990
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-50108.040
Log(P)
-1.35
Log S
-4.15
Log(Vapor Pressure)
-2969337057.93
Melting Point
26.36
pKa Acid
-21636216.24
pKa Basic
-174047.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7809
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7809
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7543
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7543
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7462
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7462
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7312
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7312
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7192
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7192
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7158
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7158
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7137
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7137
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7123
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7123
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7123
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7123
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7116
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7116
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7041
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7041
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7006
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7006

Download SDF