16alpha,22alpha-diacetyl-21beta-angeloyloleanane-13beta:28-olide 3beta-O-[beta-glucopyranosyl-(1''→2')][beta-glucopyranosyl-(1'''→4')]-beta-glucopyranoside - Compound Card

16alpha,22alpha-diacetyl-21beta-angeloyloleanane-13beta:28-olide 3beta-O-[beta-glucopyranosyl-(1''→2')][beta-glucopyranosyl-(1'''→4')]-beta-glucopyranoside

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16alpha,22alpha-diacetyl-21beta-angeloyloleanane-13beta:28-olide 3beta-O-[beta-glucopyranosyl-(1''→2')][beta-glucopyranosyl-(1'''→4')]-beta-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles OC[C@H]1OC(O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC[C@]34[C@@]2(C)CC([C@@]2(C4CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)/C(=C/C)/C)C(=O)O3)OC(=C)C)C)C)[C@@H]([C@H]([C@@H]1OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C58H90O23/c1-13-26(4)47(70)80-45-46(73-27(5)62)58-33(20-52(45,6)7)57(81-51(58)71)19-15-32-54(10)17-16-34(53(8,9)31(54)14-18-55(32,11)56(57,12)21-35(58)72-25(2)3)77-50-44(79-49-41(68)39(66)37(64)29(23-60)75-49)42(69)43(30(24-61)76-50)78-48-40(67)38(65)36(63)28(22-59)74-48/h13,28-46,48-50,59-61,63-69H,2,14-24H2,1,3-12H3/b26-13+/t28-,29-,30-,31?,32?,33?,34+,35?,36-,37-,38+,39+,40-,41-,42+,43-,44-,45+,46+,48?,49?,50?,54+,55-,56+,57+,58-/m1/s1
InChIKey OLLNMBSDUHNVEU-ZUUBREFISA-N
Formula C58H90O23
HBA 23
HBD 10
MW 1155.34
Rotatable Bonds 14
TPSA 345.81
LogP 0.94
Number Rings 9
Number Aromatic Rings 0
Heavy Atom Count 81
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 1154.59
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Manguro LO, Midiwo JO, et al. (2011). Triterpene saponins of Maesa lanceolata leaves.. Arkivoc,2011,ii,172-198. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(C7OC8CCCCO8)OCC(C7)OC9CCCCO9

Level: 3

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 1155.34 g/mol

Structure

SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 1155.34 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1155.34 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-6.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
36147466.75
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
4724050157.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.63
Plasma Protein Binding
81.62
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.17
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-109870727.31
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-45.08
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
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-8573923454866.54
Rat (Acute)
3.92
Rat (Chronic Oral)
18390.85
Fathead Minnow
10822742947.89
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
964328835229.93
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-536054.41
Log(P)
-58.93
Log S
-3.39
Log(Vapor Pressure)
-31754857997.85
Melting Point
-6771.79
pKa Acid
-231384153.1
pKa Basic
-1861467.74

No predicted protein targets found for this compound.

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