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Pentandroside G

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

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@@H]([C@@H]3C(=O)C)OC(=O)CC[C@@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C61H100O32/c1-22(19-81-54-47(78)44(75)41(72)33(16-62)87-54)6-9-36(68)86-32-15-29-27-8-7-25-14-26(10-12-60(25,4)28(27)11-13-61(29,5)37(32)23(2)65)85-58-52(92-57-48(79)43(74)38(69)24(3)84-57)49(80)50(35(18-64)89-58)90-59-53(93-56-46(77)40(71)31(67)21-83-56)51(42(73)34(17-63)88-59)91-55-45(76)39(70)30(66)20-82-55/h22,24-35,37-59,62-64,66-67,69-80H,6-21H2,1-5H3/t22-,24-,25-,26-,27+,28-,29-,30+,31+,32-,33+,34+,35+,37-,38-,39-,40-,41+,42+,43+,44-,45+,46+,47+,48+,49-,50-,51-,52+,53+,54+,55-,56-,57-,58+,59-,60-,61-/m0/s1
InChIKey	UQZPIWLVCRZJBY-BFHJAPCYSA-N
Formula	C₆₁H₁₀₀O₃₂
HBA	32
HBD	17
MW	1345.44
Rotatable Bonds	21
TPSA	498.04
LogP	-6.22
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	93
Formal Charge	0
Fraction CSP3	0.97
Exact Mass	1344.62
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tribulus species	Tribulaceae	Plantae	43873
2	Tribulus pentandrus	Zygophyllaceae	Plantae	1965241

Showing of synonyms

Hamed AI, Janda B, et al. (2012). Profiles of steroidal saponins from the aerial parts of Tribulus pentandrus, T. megistopterus subsp. pterocarpus and T. parvispinus by LC-ESI-MS/MS. Phytochemical Analysis,2012,23(6),613-621. [View] [PubMed]
Hamed AI, Oleszek W, et al. (2004). Steroidal saponins from the aerial parts of Tribulus pentandrus Forssk. Phytochemistry,2004,65(21),2935-45. [View] [PubMed]

Pubchem: 21579182

Nmrshiftdb2: 70036537

No compound-protein relationship available.

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(C6OC7CCCCO7)OCC(C6)OC8OCCC(OC9CCCCO9)C8OC1CCCCO1

Level: 6

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 5

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(C6OC7CCCCO7)OCC(C6)OC(OCCC8)C8OC9CCCCO9

Level: 5

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(C6OC7CCCCO7)OCC(C6)OC(OCC8)CC8OC9CCCCO9

Level: 5

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(C5OC6CCCCO6)OCC(C5)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 5

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC(OCCC7)C7OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC(OCC7)CC7OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(C5OC6CCCCO6)OCC(C5)OC(OCCC7)C7OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(C5OC6CCCCO6)OCC(C5)OC(OCC7)CC7OC8CCCCO8

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4CC(COC4)OC5CCCCO5

Level: 4

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(OCCC6)C6OC7CCCCO7

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC(OCCC6)C6OC7CCCCO7

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC(OCC6)CC6OC7CCCCO7

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(C5OC6CCCCO6)OCC(C5)OC7CCCCO7

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CC(COC3)OC4CCCCO4

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(COC3)OC4CCCCO4

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4CCCOC4

Level: 3

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OCCC5)C5OC6CCCCO6

Level: 2

Mol. Weight: 1345.44 g/mol

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

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1345.44 g/mol

SMILES: O1CCCCC1OCCCCC(=O)OC(C2)CC(C23)CCC4C3CCC5C4CCCC5

Level: 1

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 1345.44 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1345.44 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1345.44 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 1345.44 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1345.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.24
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 10967319070606.080
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1433300635742551.0

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.580
Plasma Protein Binding: 53.5
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: 2.030
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -33335324083063.379
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -13611210.180
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: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -2601371705374361088.000
Rat (Acute): 2023.200
Rat (Chronic Oral): 5579715942.860
Fathead Minnow: 3283676537844203.500
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 292582195869269504.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -162646497263.410
Log(P): -18933975.52
Log S: -1.7
Log(Vapor Pressure): -9634584559815322.0
Melting Point: -2927600678.22
pKa Acid: -70203138369840.1
pKa Basic: -564782113891.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7645
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7645
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7551
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7551
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7151
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7151

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