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Desmiflavaside A

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

Canonical Smiles	CO[C@@H]1C(O)[C@H](O[C@H]2CC[C@]3([C@H](C2)CCC2[C@@H]3CC[C@]3([C@]2(O)[C@H](C[C@H]3C[C@H](O)C)OC(=O)c2ccccc2)C)C)OC([C@@H]1O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)C
InChI	InChI=1S/C48H74O19/c1-22(51)17-26-19-32(65-42(58)24-9-7-6-8-10-24)48(59)29-12-11-25-18-27(13-15-46(25,3)28(29)14-16-47(26,48)4)62-45-38(57)41(60-5)39(23(2)61-45)66-44-37(56)35(54)40(31(21-50)64-44)67-43-36(55)34(53)33(52)30(20-49)63-43/h6-10,22-23,25-41,43-45,49-57,59H,11-21H2,1-5H3/t22-,23?,25+,26-,27+,28+,29?,30?,31?,32+,33-,34+,35-,36?,37?,38?,39+,40-,41-,43+,44+,45+,46+,47-,48-/m1/s1
InChIKey	XJIJHMCMWCYCTE-SDMUWUBHSA-N
Formula	C₄₈H₇₄O₁₉
HBA	19
HBD	10
MW	955.1
Rotatable Bonds	13
TPSA	293.21
LogP	-0.12
Number Rings	8
Number Aromatic Rings	1
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.85
Exact Mass	954.48
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Desmidorchis flava	Apocynaceae	Plantae	197254

Showing of synonyms

Raees MA, Hussain H, et al. (2015). Desmiflavasides A and B: Two new bioactive pregnane glycosides from the sap of Desmidorchis flava. Phytochemistry Letters,2015,12(6),153-157. [View]

Pubchem: 162817574

Nmrshiftdb2: 70119521

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 955.1 g/mol

SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 955.1 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 955.1 g/mol

SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 955.1 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 955.1 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 955.1 g/mol

SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCCC5

Level: 1

Mol. Weight: 955.1 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 955.1 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 955.1 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 955.1 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 955.1 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 955.1 g/mol

Antioxidant

Urease inhibitory

Absorption

Caco-2 (logPapp): -6.51
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 9013.880
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1178839.18

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.780
Plasma Protein Binding: 79.9
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: 1.330
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -27412.850
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.610
Liver Injury II: Toxic
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: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -2139535250.280
Rat (Acute): 4.020
Rat (Chronic Oral): 5.820
Fathead Minnow: 2700715.300
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 240633981.020
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -117.250
Log(P): 1.76
Log S: -2.69
Log(Vapor Pressure): -7923810.07
Melting Point: 221.66
pKa Acid: -57651.13
pKa Basic: -450.87

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7863
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7863
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7089
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7089

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