3-O-(beta-d-glucopyranosyl-(1→6)-beta-d-glucopyranosyl-(1→ 6)-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 - Compound Card

3-O-(beta-d-glucopyranosyl-(1→6)-beta-d-glucopyranosyl-(1→ 6)-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

Select a section from the left sidebar

3-O-(beta-d-glucopyranosyl-(1→6)-beta-d-glucopyranosyl-(1→ 6)-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

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OCC1O[C@@H](OCC2O[C@@H](OCC3O[C@@H](O[C@H]4[C@@H](O)C[C@]5(C([C@]4(C)CO)[C@H](O)C[C@@]4(C5CC=C5[C@@]4(C)C[C@H]([C@@]4(C5CC(C)(C)CC4)C(=O)O[C@@H]4OC[C@@H]([C@H](C4O[C@@H]4OC(C)[C@@H]([C@@H](C4O)O)O[C@@H]4OC[C@H](C([C@@H]4O)O[C@@H]4OC(C)[C@@H]([C@@H](C4O)O)O)O)O)O)O)C)C)[C@H](C([C@@H]3O)O)O)C([C@H]([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C70H114O38/c1-23-36(78)41(83)48(90)60(99-23)105-53-30(76)19-95-59(51(53)93)104-52-24(2)100-61(50(92)45(52)87)106-54-37(79)29(75)18-96-63(54)108-64(94)70-12-11-65(3,4)13-26(70)25-9-10-34-66(5)14-28(74)56(67(6,22-72)55(66)27(73)15-69(34,8)68(25,7)16-35(70)77)107-62-49(91)44(86)40(82)33(103-62)21-98-58-47(89)43(85)39(81)32(102-58)20-97-57-46(88)42(84)38(80)31(17-71)101-57/h9,23-24,26-63,71-93H,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?,56+,57-,58-,59+,60+,61+,62+,63+,66-,67+,68-,69-,70-/m1/s1
InChIKey LIKOCTLAMIIXMF-BGBIGZMHSA-N
Formula C70H114O38
HBA 38
HBD 23
MW 1563.64
Rotatable Bonds 18
TPSA 611.58
LogP -9.34
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 108
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 1562.7
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.

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC(O1)CCCC1COC1CCCCO1

Level: 7

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(O1)CCCC1COC1CCCCO1

Level: 6

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(O1)CCCC1COC1CCCCO1

Level: 6

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1563.64 g/mol

Structure

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: 1563.64 g/mol

Structure

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: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 4

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 4

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 4

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 3

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OCC3CCCC(O3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 3

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 3

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OCC3CCCCO3

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 1

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 1

Mol. Weight: 1563.64 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1563.64 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1563.64 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1563.64 g/mol

Structure

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

Level: 0

Mol. Weight: 1563.64 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1563.64 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
6005500305043093000000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
784848488299636900000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.43
Plasma Protein Binding
21.85
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
2.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-18253804676276837000000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-7453241224708854.0
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
-1424462241260971200000000000
Rat (Acute)
1148769673305.75
Rat (Chronic Oral)
3055346821737204700
Fathead Minnow
1798079745280006000000000
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
160212500767648520000000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-89062182529562210000
Log(P)
-10367887739128062
Log S
-1.63
Log(Vapor Pressure)
-5275718030653260000000000
Melting Point
-1603101240187865000
pKa Acid
-38441916538732940000000
pKa Basic
-309264062062470600000

No predicted protein targets found for this compound.

Download SDF