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3-O-(beta-D-apiofuranosyl-(1→3)-beta-D-glucopyranosyl)-28-O-(alpha-L-rhamnopyranosyl-(1→3)[beta-D-xylopyranosyl-(1→4)]-beta-D-xylopyranosyl-(1→4)-alpha-L-rhamnopyranosyl-(1→2)-beta-D-xylopyranosyl)-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]1[C@H](O)C(OC([C@H]1O)CO)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](C1OC1O[C@@H](C)[C@@H](C([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H](C1O)OC1O[C@@H](C)[C@@H](C([C@@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H](C1O)O)O)O)O)O)C)C
InChI	InChI=1S/C68H110O36/c1-24-36(77)40(81)43(84)56(95-24)100-48-33(98-54-42(83)37(78)30(74)18-91-54)20-93-55(45(48)86)99-47-25(2)96-57(44(85)41(47)82)102-50-38(79)31(75)19-92-59(50)104-61(89)68-12-11-62(3,4)13-27(68)26-9-10-34-63(5)14-29(73)53(64(6,21-70)51(63)28(72)15-66(34,8)65(26,7)16-35(68)76)103-58-46(87)49(39(80)32(17-69)97-58)101-60-52(88)67(90,22-71)23-94-60/h9,24-25,27-60,69-88,90H,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-,56?,57?,58?,59-,60-,63+,64-,65+,66+,67-,68+/m0/s1
InChIKey	LMFZBKYZYXGUEC-XXNDJIEISA-N
Formula	C₆₈H₁₁₀O₃₆
HBA	36
HBD	21
MW	1503.59
Rotatable Bonds	17
TPSA	571.12
LogP	-8.06
Number Rings	12
Number Aromatic Rings	0
Heavy Atom Count	104
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1502.68
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: O1CCCC1OC2CC(OCC2)OC(CC3)CC(CC4)C3C(CC5)C4C(CC6)C=5C(CCCC7)C67C(=O)OC(OCCC8)C8OC(OC9)CCC9OC(C1)OCC(OC2CCCCO2)C1OC1CCCCO1

Level: 7

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(OC8)CCC8OC(C9)OCC(OC1CCCCO1)C9OC1CCCCO1

Level: 6

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OCC1)CC1OC1CCCO1

Level: 6

Mol. Weight: 1503.59 g/mol

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: 1503.59 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: 1503.59 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(OC8)CCC8OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1503.59 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC(C8)OCC(OC9CCCCO9)C8OC1CCCCO1

Level: 5

Mol. Weight: 1503.59 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: 1503.59 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: 1503.59 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: 1503.59 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1503.59 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: 1503.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCC(OC4)OC5CCCOC5

Level: 4

Mol. Weight: 1503.59 g/mol

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

Level: 3

Mol. Weight: 1503.59 g/mol

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

Level: 3

Mol. Weight: 1503.59 g/mol

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

Level: 3

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1503.59 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1503.59 g/mol

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

Level: 2

Mol. Weight: 1503.59 g/mol

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

Level: 2

Mol. Weight: 1503.59 g/mol

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

Level: 2

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1503.59 g/mol

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

Level: 1

Mol. Weight: 1503.59 g/mol

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

Level: 1

Mol. Weight: 1503.59 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1503.59 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1503.59 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1503.59 g/mol

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

Level: 0

Mol. Weight: 1503.59 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1503.59 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1503.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 60127113555264970000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 7857905612446923000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.43
Plasma Protein Binding: 27.78
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: 1.81
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -182757135687947300000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -74621873528283.92
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: -14261720319503380000000000
Rat (Acute): 11501485670.96
Rat (Chronic Oral): 30590136492611936
Fathead Minnow: 18002393746122085000000
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: 1604048163449553700000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -891690724503338500
Log(P): -103803320076091.52
Log S: -1.94
Log(Vapor Pressure): -52820486853022590000000
Melting Point: -16050253452096870
pKa Acid: -384880602944842560000
pKa Basic: -3096352835078809600

No predicted protein targets found for this compound.

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