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Argeloside D

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(=CC[C@@H]4[C@@H]3CC[C@]3([C@@]54O[C@H]4[C@@H]3[C@](O5)(C)OC4)C)C2)CO)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O)C
InChI	InChI=1S/C49H78O18/c1-23-38(51)43(56-10)39(52)45(61-23)65-42-26(4)60-37(20-33(42)55-9)64-41-25(3)59-36(19-32(41)54-8)63-40-24(2)58-35(18-31(40)53-7)62-28-13-16-48(22-50)27(17-28)11-12-30-29(48)14-15-46(5)44-34-21-57-47(44,6)67-49(30,46)66-34/h11,23-26,28-45,50-52H,12-22H2,1-10H3/t23?,24?,25?,26?,28-,29-,30+,31+,32+,33+,34+,35-,36-,37-,38+,39?,40+,41+,42+,43-,44-,45-,46+,47+,48+,49-/m0/s1
InChIKey	SNUBIVZKYHOLNM-HBSQFGHNSA-N
Formula	C₄₉H₇₈O₁₈
HBA	18
HBD	3
MW	955.15
Rotatable Bonds	13
TPSA	199.14
LogP	3.47
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	954.52
Number of Lipinski Rule Violations	2

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

Showing of synonyms

Plaza A, Perrone A, et al. (2005). New antiproliferative 14,15-secopregnane glycosides from Solenostemma argel. Tetrahedron,2005,61(31),7470-7480. [View]

Pubchem: 162885162

Nmrshiftdb2: 60048178

No compound-protein relationship available.

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

Level: 4

Mol. Weight: 955.15 g/mol

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

Level: 3

Mol. Weight: 955.15 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 955.15 g/mol

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

Level: 2

Mol. Weight: 955.15 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 955.15 g/mol

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

Level: 1

Mol. Weight: 955.15 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 955.15 g/mol

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

Level: 0

Mol. Weight: 955.15 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 955.15 g/mol

Antiproliferative

Absorption

Caco-2 (logPapp): -5.54
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 18601.220
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2431700.15

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.390
Plasma Protein Binding: 82.21
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: 4.240
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -56556.570
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.740
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: Toxic
T. Pyriformis: -4413421117.310
Rat (Acute): 5.290
Rat (Chronic Oral): 10.910
Fathead Minnow: 5571006.810
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: 496385408.510
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -255.300
Log(P): 3.5
Log S: -5.55
Log(Vapor Pressure): -16345560.57
Melting Point: 164.31
pKa Acid: -119020.06
pKa Basic: -935.1

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	0.8325
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8325
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7768
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7768
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7154
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7154
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7142
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7142
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7043
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7043

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