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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)16alpha-hydroxyprotobassic 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)C[C@H]([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)O)C)C)[C@H](C([C@@H]1O[C@H]1OC[C@](C1O)(O)CO)O)O
InChI	InChI=1S/C63H102O32/c1-23-34(72)36(74)39(77)51(87-23)91-44-30(70)19-84-50(42(44)80)90-43-24(2)88-52(40(78)37(43)75)93-46-35(73)29(69)18-85-54(46)95-56(82)63-12-11-57(3,4)13-26(63)25-9-10-32-58(5)14-28(68)49(59(6,20-65)47(58)27(67)15-61(32,8)60(25,7)16-33(63)71)94-53-41(79)38(76)45(31(17-64)89-53)92-55-48(81)62(83,21-66)22-86-55/h9,23-24,26-55,64-81,83H,10-22H2,1-8H3/t23?,24?,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+,51+,52+,53+,54+,55-,58-,59+,60-,61-,62-,63-/m1/s1
InChIKey	OQQHJUMLSYXRFQ-QUFFMTGASA-N
Formula	C₆₃H₁₀₂O₃₂
HBA	32
HBD	19
MW	1371.48
Rotatable Bonds	15
TPSA	512.2
LogP	-6.53
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	95
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	1370.64
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: 1371.48 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: 1371.48 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: 1371.48 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: 1371.48 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: 1371.48 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: 1371.48 g/mol

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

Level: 3

Mol. Weight: 1371.48 g/mol

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

Level: 3

Mol. Weight: 1371.48 g/mol

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

Level: 3

Mol. Weight: 1371.48 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1371.48 g/mol

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

Level: 2

Mol. Weight: 1371.48 g/mol

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

Level: 2

Mol. Weight: 1371.48 g/mol

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

Level: 2

Mol. Weight: 1371.48 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1371.48 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1371.48 g/mol

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

Level: 1

Mol. Weight: 1371.48 g/mol

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

Level: 1

Mol. Weight: 1371.48 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1371.48 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1371.48 g/mol

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 1371.48 g/mol

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

Level: 0

Mol. Weight: 1371.48 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1371.48 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1371.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1002533738370750.1
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 131019237443982910

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.48
Plasma Protein Binding: 39.82
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: 1.53
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -3047210678994427.0
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1244212374.71
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: -237793599496718300000
Rat (Acute): 191691.86
Rat (Chronic Oral): 510046530005.73
Fathead Minnow: 300163504754884700
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: 26745185804910990000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -14867657859214.14
Log(P): -1730770539.73
Log S: -2.01
Log(Vapor Pressure): -880705695281665200
Melting Point: -267614839654.58
pKa Acid: -6417331964638296.0
pKa Basic: -51627200845423.07

No predicted protein targets found for this compound.

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