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2'',2'''-di-O-beta-glucopyranosyl-vicenin II

Family: Plantae - Ephedraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Di-C-Glucosylflavone

Canonical Smiles	OCC1C[C@H](O)[C@@H](C(C1)O[C@H]1[C@@H](O)[C@H](O)C(OC1c1c(O)c(C2OC(CO)[C@H]([C@@H]([C@@H]2OC2OC(CO)C([C@@H]([C@@H]2O)O)O)O)O)c(c2c1oc(cc2=O)c1ccc(cc1)O)O)CO)O
InChI	InChI=1S/C40H52O23/c41-8-12-5-16(47)25(48)18(6-12)59-38-32(55)27(50)20(10-43)61-37(38)24-30(53)23(29(52)22-15(46)7-17(58-35(22)24)13-1-3-14(45)4-2-13)36-39(33(56)28(51)19(9-42)60-36)63-40-34(57)31(54)26(49)21(11-44)62-40/h1-4,7,12,16,18-21,25-28,31-34,36-45,47-57H,5-6,8-11H2/t12?,16-,18?,19?,20?,21?,25-,26?,27+,28+,31-,32-,33-,34-,36?,37?,38-,39-,40?/m0/s1
InChIKey	GZKQOEANSITMGN-HJRWFDEZSA-N
Formula	C₄₀H₅₂O₂₃
HBA	23
HBD	16
MW	900.83
Rotatable Bonds	11
TPSA	400.04
LogP	-5.05
Number Rings	7
Number Aromatic Rings	3
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.62
Exact Mass	900.29
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ephedra aphylla	Ephedraceae	Plantae	191304

Showing of synonyms

Hussein SAM, Barakat HH, et al. (1997). Flavonoids from Ephedra aphylla. Phytochemistry,1997,45(7),1529-1532. [View]

Pubchem: 162817294

Nmrshiftdb2: 60024712

No compound-protein relationship available.

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4C(CCCO4)OC5CCCCC5)cc(c3)C6C(CCCO6)OC7CCCCO7

Level: 5

Mol. Weight: 900.83 g/mol

SMILES: C1CCCCC1OC(CCCO2)C2c(c(c34)occc3=O)cc(c4)C5C(CCCO5)OC6CCCCO6

Level: 4

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5C(CCCO5)OC6CCCCO6

Level: 4

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)C5C(CCCO5)OC6CCCCC6

Level: 4

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4C(CCCO4)OC5CCCCO5

Level: 3

Mol. Weight: 900.83 g/mol

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)C4C(CCCO4)OC5CCCCC5

Level: 3

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4C(CCCO4)OC5CCCCO5

Level: 3

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C4C(CCCO4)OC5CCCCC5

Level: 3

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5CCCCO5

Level: 3

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)C3C(CCCO3)OC4CCCCO4

Level: 2

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C3C(CCCO3)OC4CCCCC4

Level: 2

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4CCCCO4

Level: 2

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4

Level: 2

Mol. Weight: 900.83 g/mol

SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3

Level: 1

Mol. Weight: 900.83 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 900.83 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 900.83 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 900.83 g/mol

SMILES: C1CCCCC1OC2CCCOC2

Level: 1

Mol. Weight: 900.83 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 900.83 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 900.83 g/mol

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 900.83 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 900.83 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.48
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1095.44
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 144157.36

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.5
Plasma Protein Binding: 3.94
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: 4.08
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -3341.58
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.46
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.03
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: -261627411.62
Rat (Acute): 3.01
Rat (Chronic Oral): 5.11
Fathead Minnow: 330257.85
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 29418400.02
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -7.37
Log(P): -2.22
Log S: -2.89
Log(Vapor Pressure): -968611.19
Melting Point: 181.81
pKa Acid: -6991.13
pKa Basic: -22.03

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8545
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8545
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.8353
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.8353
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7023
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7023

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