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Angustifolioside A

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

Canonical Smiles	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H](/C/2=C\C)CC(=O)OCCc2ccc(c(c2)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C31H42O18/c1-3-14-15(16(28(42)43-2)12-45-29(14)49-31-27(41)25(39)23(37)20(11-33)48-31)9-21(35)44-7-6-13-4-5-18(17(34)8-13)46-30-26(40)24(38)22(36)19(10-32)47-30/h3-5,8,12,15,19-20,22-27,29-34,36-41H,6-7,9-11H2,1-2H3/b14-3+/t15-,19+,20+,22+,23+,24-,25-,26+,27+,29-,30+,31-/m0/s1
InChIKey	TZKSBCFVWWWMJO-OEUACMKRSA-N
Formula	C₃₁H₄₂O₁₈
HBA	18
HBD	9
MW	702.66
Rotatable Bonds	12
TPSA	280.82
LogP	-3.16
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	49
Formal Charge	0
Fraction CSP3	0.61
Exact Mass	702.24
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Fraxinus angustifolia	Oleaceae	Plantae	166594
2	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]
Hosny M, Ca̧liş I, et al. (1991). Secoiridoids from Fraxinus angustifolia. Planta Medica,1991,2-A81. [View]

Pubchem: 101637166

Zinc: ZINC000255270602

Nmrshiftdb2: 70070487

No compound-protein relationship available.

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

Level: 3

Mol. Weight: 702.66 g/mol

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

Level: 2

Mol. Weight: 702.66 g/mol

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

Level: 2

Mol. Weight: 702.66 g/mol

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

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: C1C=COC(C1=C)OC2CCCCO2

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: C=C1CC=COC1

Level: 0

Mol. Weight: 702.66 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 702.66 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 702.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.51
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.750
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 115.5

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.730
Plasma Protein Binding: 67.66
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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 5.580
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -4.270
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.740
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.220
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: -210155.470
Rat (Acute): 2.610
Rat (Chronic Oral): 5.190
Fathead Minnow: 279.970
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 17139.870
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -0.200
Log(P): -2.0
Log S: -2.4
Log(Vapor Pressure): -569.25
Melting Point: 209.43
pKa Acid: 2.36
pKa Basic: 3.34

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	0.8917
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8917
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8567
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8567
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8122
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8122
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7947
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7947
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7872
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7872
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7748
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7748
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7728
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7728
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7694
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7694
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7531
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7531
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7398
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7398
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7319
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7319
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7178
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7178
NTPase P4	Q94M05	Q94M05_9VIRU	Pseudomonas phage phi12	3	0.7091
NTPase P4	Q94M05	Q94M05_9VIRU	Pseudomonas phage phi12	3	0.7091
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7061
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7061
6-phosphogluconate dehydrogenase, decarboxylating	P96789	6PGD_LACLM	Lactococcus lactis subsp. cremoris	3	0.7012
6-phosphogluconate dehydrogenase, decarboxylating	P96789	6PGD_LACLM	Lactococcus lactis subsp. cremoris	3	0.7012

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