3beta,23,28-trihydroxy-olean-12-en-3-O-beta-D-glucopyranoside - Compound Card

3beta,23,28-trihydroxy-olean-12-en-3-O-beta-D-glucopyranoside

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3beta,23,28-trihydroxy-olean-12-en-3-O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OC[C@@H]1O[C@H](O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)CO)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C36H60O8/c1-31(2)13-15-36(20-39)16-14-34(5)21(22(36)17-31)7-8-25-32(3)11-10-26(33(4,19-38)24(32)9-12-35(25,34)6)44-30-29(42)28(41)27(40)23(18-37)43-30/h7,22-30,37-42H,8-20H2,1-6H3/t22-,23-,24+,25+,26-,27-,28+,29-,30+,32-,33-,34+,35+,36+/m0/s1
InChIKey GZAWAGSYTYSOCB-LNZVKBAUSA-N
Formula C36H60O8
HBA 8
HBD 6
MW 620.87
Rotatable Bonds 5
TPSA 139.84
LogP 3.94
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 620.43
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Syagrus romanzoffiana Arecaceae Plantae 290277

Showing of synonyms

  • El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 620.87 g/mol

Structure

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

Level: 0

Mol. Weight: 620.87 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 620.87 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.030
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
9.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.910
Plasma Protein Binding
99.65
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
2.160
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.890
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.420
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.320
Micronucleos
Safe
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
-20616.220
Rat (Acute)
3.510
Rat (Chronic Oral)
3.410
Fathead Minnow
40.260
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
614.030
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.760
Log(P)
4.17
Log S
-4.31
Log(Vapor Pressure)
-14.48
Melting Point
241.91
pKa Acid
7.44
pKa Basic
6.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8513
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7115
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7078
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7065

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