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3-O-(beta-D-apiofuranosyl-(1→4)-beta-D-glucopyranosyl)-28-O-(alpha-L-rhamnopyranosyl-(1→3)-beta-D-xylopyranosyl-(1→4)-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranosyl)protobassic acid

Family: Plantae - Sapotaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpenoid Saponin

Canonical Smiles	OCC1O[C@@H](O[C@H]2[C@@H](O)C[C@]3(C([C@]2(C)CO)[C@H](O)C[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@H](C2O[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O[C@@H]2OC[C@H]([C@@H](C2O)O[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O)O)O)O)C)C)[C@H](C([C@@H]1O[C@H]1OC[C@](C1O)(O)CO)O)O
InChI	InChI=1S/C63H102O31/c1-24-34(71)36(73)39(76)51(86-24)90-44-31(70)20-83-50(42(44)79)89-43-25(2)87-52(40(77)37(43)74)92-46-35(72)30(69)19-84-54(46)94-56(81)62-13-11-57(3,4)15-27(62)26-9-10-33-58(5)16-29(68)49(59(6,21-65)47(58)28(67)17-61(33,8)60(26,7)12-14-62)93-53-41(78)38(75)45(32(18-64)88-53)91-55-48(80)63(82,22-66)23-85-55/h9,24-25,27-55,64-80,82H,10-23H2,1-8H3/t24?,25?,27?,28-,29+,30+,31-,32?,33?,34+,35-,36+,37-,38?,39?,40?,41+,42?,43+,44+,45-,46?,47?,48?,49+,50+,51+,52+,53+,54+,55-,58-,59+,60-,61-,62+,63-/m1/s1
InChIKey	OWAGGERGEHJKSZ-KFBKMPEISA-N
Formula	C₆₃H₁₀₂O₃₁
HBA	31
HBD	18
MW	1355.48
Rotatable Bonds	15
TPSA	491.97
LogP	-5.5
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	94
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	1354.64
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Mimusops laurifolia	Sapotaceae	Plantae	1227943

Showing of synonyms

Eskander J, Lavaud C, et al. (2005). Saponins from the Leaves of Mimusops laurifolia.. Journal of natural products, 2005, 68(6), 832-41. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OC1)CCC1OC1CCCO1

Level: 6

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(OC8)CCC8OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OC9)CCC9OC1CCCO1

Level: 5

Mol. Weight: 1355.48 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: 1355.48 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OC8)CCC8OC9CCCO9

Level: 4

Mol. Weight: 1355.48 g/mol

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

Level: 3

Mol. Weight: 1355.48 g/mol

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

Level: 3

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCO8

Level: 3

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1355.48 g/mol

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

Level: 2

Mol. Weight: 1355.48 g/mol

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

Level: 2

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCC1OC2CCC(OC2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1355.48 g/mol

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

Level: 1

Mol. Weight: 1355.48 g/mol

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

Level: 1

Mol. Weight: 1355.48 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1355.48 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1355.48 g/mol

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 1355.48 g/mol

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

Level: 0

Mol. Weight: 1355.48 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1355.48 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1355.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.23
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 12857853751149.56
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1680371226723455.0

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.49
Plasma Protein Binding: 43.26
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: 1.31
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -39081628189329.83
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -15957494.62
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.05
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: -3049792692311490600
Rat (Acute): 2383.86
Rat (Chronic Oral): 6541538598.85
Fathead Minnow: 3849715939671648.5
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: 343017173778804200
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -190683321241.08
Log(P): -22197785.9
Log S: -2.38
Log(Vapor Pressure): -11295381425522938
Melting Point: -3432257489.09
pKa Acid: -82304667597101.47
pKa Basic: -662138491989.54

No predicted protein targets found for this compound.

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