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3-O-[beta-D-xylopyranosyl- (1→2)-beta-D-fucopyranosyl-(1→6)-2-(acetylamino)-2-deoxy-beta- D-glucopyranosyl]-21-O-[2-aminobenzoyl]-28-O-beta-D-glucopyranosyl-(1→6)-[beta-D-xylopyranosyl-(1→4)-alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranosylacacic acid

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Saponin

Canonical Smiles	OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34C[C@H](OC(=O)c5ccccc5N)C(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(C[C@H]3O)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](C)[C@@H]([C@@H]([C@H]4O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@H]([C@@H]([C@H]3NC(=O)C)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C79H122N2O37/c1-29-47(87)55(95)63(116-69-59(99)49(89)37(85)26-105-69)71(108-29)107-28-39-51(91)53(93)46(81-31(3)83)66(111-39)114-44-18-19-76(8)41(75(44,6)7)17-20-77(9)42(76)16-15-33-34-21-74(4,5)45(113-65(102)32-13-11-12-14-35(32)80)23-79(34,43(86)22-78(33,77)10)73(103)118-72-64(56(96)52(92)40(112-72)27-106-67-60(100)54(94)50(90)38(24-82)110-67)117-70-61(101)57(97)62(30(2)109-70)115-68-58(98)48(88)36(84)25-104-68/h11-15,29-30,34,36-64,66-72,82,84-101H,16-28,80H2,1-10H3,(H,81,83)/t29-,30+,34+,36-,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-,62+,63-,64-,66+,67-,68+,69+,70+,71-,72+,76+,77-,78-,79-/m1/s1
InChIKey	TYEXOWXYQPZYMV-OCGHRRASSA-N
Formula	C₇₉H₁₂₂N₂O₃₇
HBA	38
HBD	21
MW	1691.82
Rotatable Bonds	20
TPSA	612.08
LogP	-5.7
Number Rings	13
Number Aromatic Rings	1
Heavy Atom Count	118
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	1690.77
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Albizia grandibracteata	Leguminosae/Fabaceae	Plantae	289395

Showing of synonyms

Krief S, Thoison O, et al. (2005). Triterpenoid saponin anthranilates from Albizia grandibracteata leaves ingested by primates in Uganda.. Journal of natural products,2005,68(6),897-903. [View] [PubMed]

Pubchem: 44584018

Chembl: CHEMBL506947

No compound-protein relationship available.

SMILES: O1CCCCC1OC2CCC(OC2)OC(CCC3COC4CCCCO4)C(O3)OC(=O)C56C(CCC(C5)OC(=O)c7ccccc7)C=8C(CC6)C9C(CC8)C1C(CC9)CC(CC1)OC(O1)CCCC1COC(OCCC1)C1OC1CCCCO1

Level: 8

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C45C(CCC(C4)OC(=O)c6ccccc6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC(OCCC1)C1OC1CCCCO1

Level: 7

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC(CCC3COC4CCCCO4)C(O3)OC(=O)C56C(CCC(C5)OC(=O)c7ccccc7)C=8C(CC6)C9C(CC8)C1C(CC9)CC(CC1)OC(O1)CCCC1COC1CCCCO1

Level: 7

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCC(C4)OC(=O)c6ccccc6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC(OCCC1)C1OC1CCCCO1

Level: 7

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC(CCC3COC4CCCCO4)C(O3)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC(OCCC1)C1OC1CCCCO1

Level: 7

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCC(C3)OC(=O)c5ccccc5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OCCC1)C1OC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C45C(CCC(C4)OC(=O)c6ccccc6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCC(C4)OC(=O)c6ccccc6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCC(C3)OC(=O)c5ccccc5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OCCC1)C1OC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCC(C6)OC(=O)c7ccccc7)C56C(=O)OC(O8)C(CCC8COC9CCCCO9)OC(OC1)CCC1OC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OCCC1)C1OC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC(CCC3COC4CCCCO4)C(O3)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OCCC1)C1OC1CCCCO1

Level: 6

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCC(C3)OC(=O)c5ccccc5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C=3C(CC4)C5C(CC3)C6C(CC5)CCCC6)C24C(=O)OC(O7)C(CCC7COC8CCCCO8)OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C23C(=O)OC4CCCCO4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCC(C3)OC(=O)c5ccccc5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCC(C6)OC(=O)c7ccccc7)C56C(=O)OC(O8)C(OC9CCCCO9)CCC8COC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCC(C6)OC(=O)c7ccccc7)C56C(=O)OC(OCCC8)C8OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC(CCC3COC4CCCCO4)C(O3)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C=3C(CC4)C5C(CC3)C6C(CC5)CCCC6)C24C(=O)OC(O7)C(OC8CCCCO8)CCC7COC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C23C(=O)OC4CCCCO4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCC(C6)OC(=O)c7ccccc7)C56C(=O)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C=3C(CC4)C5C(CC3)C6C(CC5)CCCC6)C24C(=O)OC(OCCC7)C7OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCC(C3)OC(=O)c5ccccc5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC(OCCC8)C8OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)C(CCC6COC7CCCCO7)OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC(OCCC8)C8OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C=3C(CC4)C5C(CC3)C6C(CC5)CCCC6)C24C(=O)OC(O7)CCCC7COC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C=3C(CC4)C5C(CC3)C6C(CC5)CCCC6)C24C(=O)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C23C(=O)OC4CCCCO4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)C(OC7CCCCO7)CCC6COC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OCC3CCCC(O3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC(C23C(=O)OC4CCCCO4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1COC(OCCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1C(=O)OC(C2)CCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1691.82 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1691.82 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1691.82 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1691.82 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1691.82 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1691.82 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 3047662855315060070352420864.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 398293626454481900000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.470
Plasma Protein Binding: 48.71
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: 1.440
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -9263406353030984454807486464.000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -3782359382154596581376.000
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: Toxic
T. Pyriformis: -722883755459714707113083788066816.000
Rat (Acute): 582975758053752960.000
Rat (Chronic Oral): 1550522204274567111770112.000
Fathead Minnow: 912486987669904430262204235776.000
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 81304369932117424158116117741568.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -45197118820889081549946880.000
Log(P): -5261478459933474000000
Log S: -3.54
Log(Vapor Pressure): -2677312012630269000000000000000
Melting Point: -813539062924393000000000
pKa Acid: -19508440770767667000000000000
pKa Basic: -156944811957075160000000000

No predicted protein targets found for this compound.

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