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3-O-(beta-d-apiofuranosyl-(1→3)-beta-d-glucuronopyranosyl)-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	OC[C@]1(O)CO[C@H](C1O)O[C@@H]1C(O)[C@@H](OC([C@H]1O)C(=O)O)O[C@H]1[C@@H](O)C[C@]2(C([C@]1(C)CO)[C@H](O)C[C@@]1(C2CC=C2[C@@]1(C)C[C@H]([C@@]1(C2CC(C)(C)CC1)C(=O)O[C@@H]1OC[C@@H]([C@H](C1O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O[C@@H]1OC[C@H]([C@@H](C1O)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)O)O)O)O)C)C
InChI	InChI=1S/C63H100O33/c1-22-32(71)34(73)36(75)51(88-22)91-42-29(69)18-85-50(39(42)78)90-41-23(2)89-52(37(76)35(41)74)94-45-33(72)28(68)17-86-54(45)96-56(83)63-12-11-57(3,4)13-25(63)24-9-10-30-58(5)14-27(67)48(59(6,19-64)46(58)26(66)15-61(30,8)60(24,7)16-31(63)70)95-53-40(79)43(38(77)44(93-53)49(81)82)92-55-47(80)62(84,20-65)21-87-55/h9,22-23,25-48,50-55,64-80,84H,10-21H2,1-8H3,(H,81,82)/t22?,23?,25?,26-,27+,28+,29-,30?,31-,32+,33-,34+,35-,36?,37?,38+,39?,40?,41+,42+,43+,44?,45?,46?,47?,48+,50+,51+,52+,53+,54+,55+,58-,59+,60-,61-,62+,63-/m1/s1
InChIKey	SCESOZVSLYSYNJ-LYSSFWOQSA-N
Formula	C₆₃H₁₀₀O₃₃
HBA	32
HBD	19
MW	1385.46
Rotatable Bonds	15
TPSA	529.27
LogP	-6.44
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	96
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	1384.61
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. (2006). Saponins from the seeds of Mimusops laurifolia.. Phytochemistry, 2006, 67(16), 1793-9. [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(OCC1)CC1OC1CCCO1

Level: 6

Mol. Weight: 1385.46 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: 1385.46 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCO1

Level: 5

Mol. Weight: 1385.46 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: 1385.46 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: 1385.46 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCO9

Level: 4

Mol. Weight: 1385.46 g/mol

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

Level: 3

Mol. Weight: 1385.46 g/mol

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

Level: 3

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCO8

Level: 3

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1385.46 g/mol

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

Level: 2

Mol. Weight: 1385.46 g/mol

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

Level: 2

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1385.46 g/mol

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

Level: 1

Mol. Weight: 1385.46 g/mol

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

Level: 1

Mol. Weight: 1385.46 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1385.46 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1385.46 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1385.46 g/mol

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

Level: 0

Mol. Weight: 1385.46 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1385.46 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1385.46 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: 2924403458964000.5
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 382185618037910300

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.76
Plasma Protein Binding: 41.9
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: 1.27
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -8888773662331366.0
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -3629391310.02
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: -693648444326993100000
Rat (Acute): 559316.0
Rat (Chronic Oral): 1487815039014.98
Fathead Minnow: 875583206999774200
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: 78016219822556630000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -43369235308024.12
Log(P): -5048690689.17
Log S: -1.77
Log(Vapor Pressure): -2569034477408104400
Melting Point: -780637581616.75
pKa Acid: -18719475182581456
pKa Basic: -150597565184219.72

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8767

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