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Argeloside M

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

Canonical Smiles	COC1CC(OC(C1OC1CC(OC)C(C(O1)C)OC1OC(C)C(C(C1O)OC)OC1OC(CO)C(C(C1O)O)O)C)OC1C(OC)CC(OC1C)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@@]43O[C@H]3[C@@H]2[C@](O4)(C)OC3)C)C1)CO
InChI	InChI=1S/C55H88O23/c1-24-44(32(62-7)18-37(67-24)71-29-13-16-54(23-57)28(17-29)11-12-31-30(54)14-15-52(5)49-36-22-66-53(49,6)78-55(31,52)77-36)73-38-19-33(63-8)45(25(2)68-38)74-39-20-34(64-9)46(26(3)69-39)75-51-43(61)48(65-10)47(27(4)70-51)76-50-42(60)41(59)40(58)35(21-56)72-50/h11,24-27,29-51,56-61H,12-23H2,1-10H3/t24?,25?,26?,27?,29-,30-,31+,32?,33?,34?,35?,36+,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49-,50?,51?,52+,53+,54+,55-/m0/s1
InChIKey	QDDIGHZZODHFSZ-QCNSMRHBSA-N
Formula	C₅₅H₈₈O₂₃
HBA	23
HBD	6
MW	1117.29
Rotatable Bonds	16
TPSA	278.29
LogP	1.3
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	78
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1116.57
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Solenostemma argel	Apocynaceae	Plantae	219273

Showing of synonyms

Perrone A, Plaza A, et al. (2006). 14,15-Secopregnane derivatives from the leaves of Solenostemma argel. Journal of Natural Products,2006,69(1),50-54. [View] [PubMed]

Pubchem: 11571683

Cas: 874118-59-9

Chembl: CHEMBL505730

No compound-protein relationship available.

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCC(C6)OC(OC7)CCC7OC(OC8)CCC8OC(OC9)CCC9OC(OC1)CCC1OC1CCCCO1

Level: 5

Mol. Weight: 1117.29 g/mol

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCC(C6)OC(OC7)CCC7OC(OC8)CCC8OC(OC9)CCC9OC1CCCCO1

Level: 4

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCC(OC3)OC4CCC(OC4)OC5CCCOC5

Level: 4

Mol. Weight: 1117.29 g/mol

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCC(C6)OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 3

Mol. Weight: 1117.29 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1117.29 g/mol

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCC(C6)OC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCC(C6)OC7CCCCO7

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCCC6

Level: 0

Mol. Weight: 1117.29 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1117.29 g/mol

Inhibition of tnf-alpha release

Absorption

Caco-2 (logPapp): -5.98
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 23977028.810
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3133517646.75

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.570
Plasma Protein Binding: 49.78
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 3.970
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -72878520.720
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -30.690
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: -5687183543853.480
Rat (Acute): 4.270
Rat (Chronic Oral): 12200.120
Fathead Minnow: 7178857366.190
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: 639650448064.170
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -355568.190
Log(P): -39.3
Log S: -3.65
Log(Vapor Pressure): -21063365119.28
Melting Point: -3928.16
pKa Acid: -153479774.81
pKa Basic: -1234725.55

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8320
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8320
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7080
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7080

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