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(3beta,20S,22R,25R)-spirost-5-en-3-yl beta-D-xylopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→4)[alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranoside

Family: Plantae - Zygophyllaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Steroidal Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O
InChI	InChI=1S/C50H80O21/c1-20-8-13-50(63-18-20)21(2)32-29(71-50)15-27-25-7-6-23-14-24(9-11-48(23,4)26(25)10-12-49(27,32)5)65-47-43(36(57)34(55)30(16-51)67-47)70-45-39(60)37(58)41(22(3)64-45)68-46-40(61)42(35(56)31(17-52)66-46)69-44-38(59)33(54)28(53)19-62-44/h6,20-22,24-47,51-61H,7-19H2,1-5H3/t20-,21+,22+,24+,25-,26+,27+,28-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38-,39-,40-,41+,42+,43-,44+,45+,46+,47-,48+,49+,50-/m1/s1
InChIKey	NCXHRSNEVSMIJZ-MWLOYTLWSA-N
Formula	C₅₀H₈₀O₂₁
HBA	21
HBD	11
MW	1017.17
Rotatable Bonds	10
TPSA	314.83
LogP	-1.32
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	71
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1016.52
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Balanites aegyptiaca	Zygophyllaceae	Plantae	886265

Showing of synonyms

Farid H, Haslinger H, et al. (2002). New Steroidal Glycosides from Balanites aegyptiaca. Helvetica, 2002, 85(4),1019-1026. [View]

No compound-protein relationship available.

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCCC7)C7OC(OC8)CCC8OC(OCC9)CC9OC1CCCCO1

Level: 4

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCCC7)C7OC(OC8)CCC8OC9CCCCO9

Level: 3

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 1017.17 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1017.17 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1017.17 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 1017.17 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1017.17 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.55
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 102567.950
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 13405319.85

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.770
Plasma Protein Binding: 75.64
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: 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: 0.490
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -311769.570
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.220
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: Toxic
NR-ER-LBD: Toxic
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -24330004664.530
Rat (Acute): 3.680
Rat (Chronic Oral): 52.090
Fathead Minnow: 30711439.720
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: 2736446329.380
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -1507.790
Log(P): 1.48
Log S: -2.37
Log(Vapor Pressure): -90109637.95
Melting Point: 235.99
pKa Acid: -656498.91
pKa Basic: -5263.51

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.8256
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7380
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7232

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