3-O-beta-D-glucopyranosyl 3beta-hydroxy olean-11,13(18)-dien-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester - Compound Card

3-O-beta-D-glucopyranosyl 3beta-hydroxy olean-11,13(18)-dien-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester

Select a section from the left sidebar

3-O-beta-D-glucopyranosyl 3beta-hydroxy olean-11,13(18)-dien-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Oleanane-Type Saponin
Canonical Smiles OCC1O[C@@](O)(OCC2O[C@@](O)(OC(=O)[C@@H]3CC(C)(C)CC4=C5[C@](CCC34)(C)[C@]3(C)CCC4[C@](C3C=C5)(C)CC[C@@H](C4(C)C)O[C@]3(O)OC(CO)[C@H](C([C@@H]3O)O)O)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI InChI=1S/C54H86O25/c1-22-33(57)36(60)39(63)46(73-22)74-41-28(20-56)76-52(69,44(67)40(41)64)72-21-29-35(59)38(62)43(66)54(71,77-29)79-45(68)25-18-47(2,3)17-24-23(25)11-15-50(7)26(24)9-10-31-49(6)14-13-32(48(4,5)30(49)12-16-51(31,50)8)78-53(70)42(65)37(61)34(58)27(19-55)75-53/h9-10,22-23,25,27-44,46,55-67,69-71H,11-21H2,1-8H3/t22-,23?,25-,27?,28?,29?,30?,31?,32+,33-,34-,35-,36+,37?,38?,39+,40?,41-,42+,43+,44+,46?,49+,50-,51-,52+,53-,54-/m1/s1
InChIKey ZEWOIAUBFARIND-WXHBLRKFSA-N
Formula C54H86O25
HBA 25
HBD 16
MW 1135.26
Rotatable Bonds 11
TPSA 414.59
LogP -3.27
Number Rings 9
Number Aromatic Rings 0
Heavy Atom Count 79
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 1134.55
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Oreopanax guatemalensis Araliaceae Plantae 2951918

Showing of synonyms

  • Meleka FR, Miyase T, et al. (2002). Triterpenoid saponins from Oreopanax guatemalensis. Phytochemistry,2002,60(2),185-195. [View] [PubMed]
Pubchem: 163044905
Nmrshiftdb2: 70040197

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(C=C4)C3C5CCC(C6=C45)C(CCC6)C(=O)OC(O7)CCCC7COC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C(CCC3)C(C3=C45)CCC5C6C(C=C4)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(C=C3)C2C4CCC(C5=C34)C(CCC5)C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(C=C3)C2C4CCC(C5=C34)C(CCC5)C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C(CCC2)C(C2=C34)CCC4C5C(C=C3)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C(CCC2)C(C2=C34)CCC4C5C(C=C3)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1135.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.63
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1015500.62
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
132714898.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
52.78
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
1.35
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-3086638.56
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.37
Liver Injury II
Safe
hERG Blockers
Safe
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
-240871142856.85
Rat (Acute)
3.89
Rat (Chronic Oral)
516.35
Fathead Minnow
304048281.3
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
27091312994.56
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-15049.34
Log(P)
-1.23
Log S
-2.07
Log(Vapor Pressure)
-892103238.54
Melting Point
210.62
pKa Acid
-6500281.36
pKa Basic
-52286.78

No predicted protein targets found for this compound.

Download SDF