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→3)-]-alpha-L-rhamnopyranosyl-(1→2)-beta-D-xylopyranosyl]-16alpha-hydroxyprotobassic acid - Compound Card

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→3)-]-alpha-L-rhamnopyranosyl-(1→2)-beta-D-xylopyranosyl]-16alpha-hydroxyprotobassic acid

Select a section from the left sidebar

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→3)-]-alpha-L-rhamnopyranosyl-(1→2)-beta-D-xylopyranosyl]-16alpha-hydroxyprotobassic acid

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OCC1OC(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](C2OC2O[C@@H](C)[C@@H](C([C@@H]2O)OC2O[C@@H](C)C([C@@H](C2O)O)O)O[C@@H]2OC[C@H]([C@@H](C2O)OC2O[C@@H](C)[C@@H](C([C@@H]2O)O)O)O)O)O)O)C)C)[C@H]([C@H]([C@@H]1O[C@H]1OC[C@](C1O)(O)CO)O)O
InChI InChI=1S/C69H112O36/c1-24-36(78)39(81)42(84)56(95-24)100-48-32(76)20-92-55(45(48)87)99-47-26(3)97-59(46(88)50(47)102-57-43(85)40(82)37(79)25(2)96-57)103-51-38(80)31(75)19-93-60(51)105-62(90)69-13-12-63(4,5)14-28(69)27-10-11-34-64(6)15-30(74)54(65(7,21-71)52(64)29(73)16-67(34,9)66(27,8)17-35(69)77)104-58-44(86)41(83)49(33(18-70)98-58)101-61-53(89)68(91,22-72)23-94-61/h10,24-26,28-61,70-89,91H,11-23H2,1-9H3/t24-,25-,26-,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+,64+,65-,66+,67+,68+,69+/m0/s1
InChIKey XVTLJSYUBWHGNZ-QQJSOFGESA-N
Formula C69H112O36
HBA 36
HBD 21
MW 1517.62
Rotatable Bonds 17
TPSA 571.12
LogP -7.68
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 105
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 1516.69
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.

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC(C3OC4CCCCO4)COC(C3)OC5C(OCCC5)OC(=O)C67C(CCCC7)C=8C(CC6)C9C(CC8)C1C(CC9)CC(CC1)OC(OC1)CCC1OC1CCCO1

Level: 7

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(C8)OCC(C8OC9CCCCO9)OC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1517.62 g/mol

Structure

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: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OC1)CCC1OC1CCCO1

Level: 6

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC1CCCCO1

Level: 5

Mol. Weight: 1517.62 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: 1517.62 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(C7)OCC(C7OC8CCCCO8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1517.62 g/mol

Structure

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: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OC9)CCC9OC1CCCO1

Level: 5

Mol. Weight: 1517.62 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: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1517.62 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: 1517.62 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(C7)OCC(OC8CCCCO8)C7OC9CCCCO9

Level: 4

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 4

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1OCCCC1OC(C2)OCC(C2OC3CCCCO3)OC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 1

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 1

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1517.62 g/mol

Structure

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 1517.62 g/mol

Structure

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

Level: 0

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1517.62 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1517.62 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
48339674099865920000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
6317425575575977000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
25.75
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
1.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-146928994061740950000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-59992867090962.78
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
-11465823946184996000000000
Rat (Acute)
9246711855.29
Rat (Chronic Oral)
24593189932428380
Fathead Minnow
14473169658448844000000
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
1289587266547929400000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-716881779929467900
Log(P)
-83453508001592.22
Log S
-1.96
Log(Vapor Pressure)
-42465455813056790000000
Melting Point
-12903728468017112
pKa Acid
-309427820574625700000
pKa Basic
-2489337906442417700

No predicted protein targets found for this compound.

Download SDF