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Russelioside E

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Pregnane Glycoside

Canonical Smiles	CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(=CCC4C3C[C@@H](OC(=O)c3ccccc3)[C@]3([C@]4(O)CC[C@@H]3C(OC(=O)C)C)C)C2)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)C
InChI	InChI=1S/C57H86O21/c1-27(69-31(5)59)35-19-21-57(65)36-17-16-33-22-34(18-20-55(33,6)37(36)23-41(56(35,57)7)75-52(64)32-14-12-11-13-15-32)73-42-24-38(66-8)48(28(2)70-42)76-43-25-39(67-9)49(29(3)71-43)77-54-47(63)51(68-10)50(30(4)72-54)78-53-46(62)45(61)44(60)40(26-58)74-53/h11-16,27-30,34-51,53-54,58,60-63,65H,17-26H2,1-10H3/t27?,28?,29?,30?,34-,35+,36?,37?,38+,39+,40?,41+,42-,43-,44+,45-,46?,47?,48+,49+,50+,51+,53-,54-,55-,56-,57-/m0/s1
InChIKey	JGMHNSHUSYJBDP-MJIYCNGPSA-N
Formula	C₅₇H₈₆O₂₁
HBA	21
HBD	6
MW	1107.29
Rotatable Bonds	16
TPSA	275.51
LogP	3.23
Number Rings	9
Number Aromatic Rings	1
Heavy Atom Count	78
Formal Charge	0
Fraction CSP3	0.82
Exact Mass	1106.57
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Caralluma species	Apocynaceae	Plantae	197242

Showing of synonyms

Abdel-Sattara E, Shehab NG, et al. (2009). Antitrypanosomal activity of some pregnane glycosides isolated from Caralluma species. Phytomedicine,2009,16(6),659-664. [View] [PubMed]

Pubchem: 162943013

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 5

Mol. Weight: 1107.29 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1107.29 g/mol

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

Level: 4

Mol. Weight: 1107.29 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1107.29 g/mol

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

Level: 3

Mol. Weight: 1107.29 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1107.29 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 1107.29 g/mol

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

Level: 2

Mol. Weight: 1107.29 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1107.29 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCCC5

Level: 1

Mol. Weight: 1107.29 g/mol

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

Level: 1

Mol. Weight: 1107.29 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1107.29 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1107.29 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1107.29 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1107.29 g/mol

Antitrypanosomal

Absorption

Caco-2 (logPapp): -5.88
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 2307516.290
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 301566099.53

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.690
Plasma Protein Binding: 90.77
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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 3.660
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -7013742.990
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -3.750
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: -547327913068.540
Rat (Acute): 4.790
Rat (Chronic Oral): 1175.570
Fathead Minnow: 690885181.060
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: 61559213658.900
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -34200.620
Log(P): 0.88
Log S: -4.2
Log(Vapor Pressure): -2027113531.1
Melting Point: 77.39
pKa Acid: -14770628.82
pKa Basic: -118817.63

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8136
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8136
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7048
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7048

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