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6'-O-acetyl-verpectoside B

Family: Plantae - Bignoniaceae
Kingdom: Plantae
Class: Glycoside
- Subclass: Phenylpropanoid Glycoside

Canonical Smiles	OCC1O[C@@H](O[C@@H]2[C@H](OCCc3ccc(c(c3)O)O)OC([C@H](C2O[C@@H]2OC(C)[C@H](C([C@@H]2O)O)O)OC(=O)/C=C/c2ccc(c(c2)O)O)COC(=O)C)[C@H](C([C@@H]1O)O)O
InChI	InChI=1S/C37H48O21/c1-15-26(45)28(47)30(49)35(53-15)57-33-32(56-25(44)8-5-17-3-6-19(40)21(42)11-17)24(14-52-16(2)39)55-37(51-10-9-18-4-7-20(41)22(43)12-18)34(33)58-36-31(50)29(48)27(46)23(13-38)54-36/h3-8,11-12,15,23-24,26-38,40-43,45-50H,9-10,13-14H2,1-2H3/b8-5+/t15?,23?,24?,26-,27-,28?,29?,30+,31+,32-,33?,34+,35+,36+,37-/m1/s1
InChIKey	JRTLIBFFHBCHMZ-SPNADUOOSA-N
Formula	C₃₇H₄₈O₂₁
HBA	21
HBD	11
MW	828.77
Rotatable Bonds	14
TPSA	330.51
LogP	-2.62
Number Rings	5
Number Aromatic Rings	2
Heavy Atom Count	58
Formal Charge	0
Fraction CSP3	0.57
Exact Mass	828.27
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tecoma mollis	Bignoniaceae	Plantae	2822953

Showing of synonyms

Abdel-Mageed WM, Backheet EY, et al. (2012). Antiparasitic antioxidant phenylpropanoids and iridoid glycosides from Tecoma mollis. Fitoterapia,2012,83(3),500-507. [View] [PubMed]

Pubchem: 162985304

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OC2COC(C(OC3CCCCO3)C2OC4CCCCO4)OCCc5ccccc5

Level: 4

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)COC(C2)OCCc4ccccc4

Level: 3

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C2)COC(C2OC3CCCCO3)OCCc4ccccc4

Level: 3

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)COCC2OC4CCCCO4

Level: 3

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1CCOC2OCCC(OC3CCCCO3)C2OC4CCCCO4

Level: 3

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCCc3ccccc3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1C=CC(=O)OC(COCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1CCOC(OCCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1CCOC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 828.77 g/mol

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 828.77 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 828.77 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 828.77 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 828.77 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 828.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.59
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 54.98
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 7958.15

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.63
Plasma Protein Binding: 24.33
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: 9.07
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -183.76
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.81
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.6
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: -14443171.3
Rat (Acute): 2.31
Rat (Chronic Oral): 5.52
Fathead Minnow: 18239.88
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 1618033.68
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -0.69
Log(P): -1.31
Log S: -4.16
Log(Vapor Pressure): -53216.58
Melting Point: 208.8
pKa Acid: -341.54
pKa Basic: 0.61

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8342
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8342
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8293
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8293
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8132
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8132
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7703
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7703
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7676
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7676
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7390
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7390
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7108
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7108
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7009
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7009

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