3-O-(beta-d-glucopyranosyl-(1→3)-beta-d-glucopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1→3)-beta-d-xylopyranosyl-(1→4)-alpha-l-rhamnopyranosyl-(1→2)-alpha-l-arabinopyranosyl)-16α-hydroxyprotobassic acid - Compound Card

3-O-(beta-d-glucopyranosyl-(1→3)-beta-d-glucopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1→3)-beta-d-xylopyranosyl-(1→4)-alpha-l-rhamnopyranosyl-(1→2)-alpha-l-arabinopyranosyl)-16α-hydroxyprotobassic acid

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3-O-(beta-d-glucopyranosyl-(1→3)-beta-d-glucopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1→3)-beta-d-xylopyranosyl-(1→4)-alpha-l-rhamnopyranosyl-(1→2)-alpha-l-arabinopyranosyl)-16α-hydroxyprotobassic acid

Structure
Zoomed Structure
  • 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([C@H]([C@@H]1O)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O
InChI InChI=1S/C64H104O33/c1-22-34(73)38(77)41(80)53(88-22)93-47-29(71)20-86-52(44(47)83)92-46-23(2)89-54(43(82)40(46)79)95-49-35(74)28(70)19-87-57(49)97-58(85)64-12-11-59(3,4)13-25(64)24-9-10-32-60(5)14-27(69)51(61(6,21-67)50(60)26(68)15-63(32,8)62(24,7)16-33(64)72)96-56-45(84)48(37(76)31(18-66)91-56)94-55-42(81)39(78)36(75)30(17-65)90-55/h9,22-23,25-57,65-84H,10-21H2,1-8H3/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+,49?,50?,51+,52+,53+,54+,55+,56+,57+,60-,61+,62-,63-,64-/m1/s1
InChIKey COJCMTPETOWDEC-UHTMJOGTSA-N
Formula C64H104O33
HBA 33
HBD 20
MW 1401.5
Rotatable Bonds 15
TPSA 532.43
LogP -7.17
Number Rings 11
Number Aromatic Rings 0
Heavy Atom Count 97
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1400.65
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(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1401.5 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: 1401.5 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: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1401.5 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: 1401.5 g/mol

Structure

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

Level: 3

Mol. Weight: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 3

Mol. Weight: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 2

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 2

Mol. Weight: 1401.5 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1401.5 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 1

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 1

Mol. Weight: 1401.5 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1401.5 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1401.5 g/mol

Structure

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

Level: 0

Mol. Weight: 1401.5 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1401.5 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
23642147835992656
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3089750097256633000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.47
Plasma Protein Binding
33.1
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
1.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-71860599818254960
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-29341525329.11
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
-5607747088081335000000
Rat (Acute)
4522333.57
Rat (Chronic Oral)
12028127069153.393
Fathead Minnow
7078589662120181000
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
630716115311694300000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-350615229892488.56
Log(P)
-40815747531.58
Log S
-1.72
Log(Vapor Pressure)
-20769165817161896000
Melting Point
-6311003770697.77
pKa Acid
-151336138860796670
pKa Basic
-1217494455093155.0

No predicted protein targets found for this compound.

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