Octaacetyl angustifolioside B - Compound Card

Octaacetyl angustifolioside B

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Octaacetyl angustifolioside B

Family: Plantae - Oleaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Secoiridoid Diglucoside Ester

Canonical Smiles	C/C=C\1/[C@@H](OC=C(C1CC(=O)OCCc1ccc(cc1)OC1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)OC1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI	InChI=1S/C47H58O25/c1-11-32-33(34(44(57)58-10)19-62-45(32)72-47-43(68-29(9)55)41(66-27(7)53)39(64-25(5)51)36(71-47)21-61-23(3)49)18-37(56)59-17-16-30-12-14-31(15-13-30)69-46-42(67-28(8)54)40(65-26(6)52)38(63-24(4)50)35(70-46)20-60-22(2)48/h11-15,19,33,35-36,38-43,45-47H,16-18,20-21H2,1-10H3/b32-11+/t33?,35-,36-,38-,39-,40+,41+,42-,43-,45+,46?,47?/m1/s1
InChIKey	OUGTUWTXDAQGIR-KOPVUUSOSA-N
Formula	C₄₇H₅₈O₂₅
HBA	25
HBD	0
MW	1022.96
Rotatable Bonds	20
TPSA	309.15
LogP	1.7
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	72
Formal Charge	0
Fraction CSP3	0.57
Exact Mass	1022.33
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Fraxinus angustifolia	Oleaceae	Plantae	166594

Showing of synonyms

Calis I, Hosny M, et al. (1993). Secoiridoids from Fraxinus angustifolia. Phytochemistry,1993,33(6),1453-1456. [View]

Pubchem: 163034140

Nmrshiftdb2: 70070484

No compound-protein relationship available.

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCCc3ccc(cc3)OC4CCCCO4

Level: 3

Mol. Weight: 1022.96 g/mol

SMILES: c1ccccc1CCOC(=O)CC(C2=C)C=COC2OC3CCCCO3

Level: 2

Mol. Weight: 1022.96 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCCc2ccc(cc2)OC3CCCCO3

Level: 2

Mol. Weight: 1022.96 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCCc2ccccc2

Level: 1

Mol. Weight: 1022.96 g/mol

SMILES: C1C=COC(C1=C)OC2CCCCO2

Level: 1

Mol. Weight: 1022.96 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 1022.96 g/mol

SMILES: C=C1CC=COC1

Level: 0

Mol. Weight: 1022.96 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1022.96 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1022.96 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.4
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 20259.67
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2648440.26

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.05
Plasma Protein Binding: 55.79
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: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 9.56
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 540624565.58
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -280.8
Log(P): 3.96
Log S: -4.45
Log(Vapor Pressure): -17802458.48
Melting Point: 96.77
pKa Acid: -129639.89
pKa Basic: -1031.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7601
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7601