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12-beta-p-hydroxy-benzoyl-20-O-acetyl-boucerin-3-O-beta-D-glucopyranosyl-(1→4)-beta-D-cymaropyranosyl-(1→4)-beta-D cymaropyranoside,

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

Canonical Smiles	CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3C[C@@H](OC(=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]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O)C
InChI	InChI=1S/C50H74O17/c1-25(60-28(4)52)32-17-19-50(57)33-15-14-30-20-31(16-18-48(30,5)34(33)21-38(49(32,50)6)65-46(56)29-12-10-9-11-13-29)63-39-22-35(58-7)44(26(2)61-39)66-40-23-36(59-8)45(27(3)62-40)67-47-43(55)42(54)41(53)37(24-51)64-47/h9-14,25-27,31-45,47,51,53-55,57H,15-24H2,1-8H3/t25-,26?,27?,31+,32-,33-,34+,35-,36-,37?,38-,39+,40+,41-,42?,43+,44-,45-,47+,48+,49+,50+/m1/s1
InChIKey	LPVZJRLEFPWLNQ-YIKVYESWSA-N
Formula	C₅₀H₇₄O₁₇
HBA	17
HBD	5
MW	947.13
Rotatable Bonds	13
TPSA	227.59
LogP	3.72
Number Rings	8
Number Aromatic Rings	1
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.8
Exact Mass	946.49
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Huernia saudi-arabica	Apocynaceae	Plantae	141488

Showing of synonyms

El Sayed A.M, Basyoni M.M, et al. (2020). Pregnane glycoside from Huernia saudi-arabica as latent schistosomicidal mediator. Natural product research, 2020, 34(2), 311-316. [View] [PubMed]

No compound-protein relationship available.

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

Level: 4

Mol. Weight: 947.13 g/mol

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

Level: 3

Mol. Weight: 947.13 g/mol

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

Level: 3

Mol. Weight: 947.13 g/mol

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

Level: 2

Mol. Weight: 947.13 g/mol

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

Level: 2

Mol. Weight: 947.13 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 947.13 g/mol

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

Level: 1

Mol. Weight: 947.13 g/mol

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

Level: 1

Mol. Weight: 947.13 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 947.13 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 947.13 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 947.13 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 947.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.85
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 9589.270
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1253950.49

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.760
Plasma Protein Binding: 101.03
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: 3.590
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -29163.650
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.460
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: -2275861283.660
Rat (Acute): 4.630
Rat (Chronic Oral): 6.610
Fathead Minnow: 2872800.370
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 255967464.300
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -121.350
Log(P): 4.86
Log S: -4.28
Log(Vapor Pressure): -8428748.55
Melting Point: 204.29
pKa Acid: -61332.89
pKa Basic: -477.55

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7698
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7433
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7108
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7060

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