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Morelloflavone 7′′-O-beta-D-glucopyranoside

Family: Plantae - Clusiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone Glycoside

Canonical Smiles	OC[C@@H]1O[C@H](Oc2cc(O)c3c(c2[C@H]2[C@@H](Oc4c(C2=O)c(O)cc(c4)O)c2ccc(cc2)O)oc(cc3=O)c2ccc(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C36H30O16/c37-12-25-30(45)32(47)33(48)36(52-25)51-24-11-21(44)26-20(43)10-22(14-3-6-17(40)18(41)7-14)49-35(26)28(24)29-31(46)27-19(42)8-16(39)9-23(27)50-34(29)13-1-4-15(38)5-2-13/h1-11,25,29-30,32-34,36-42,44-45,47-48H,12H2/t25-,29+,30-,32+,33-,34-,36-/m0/s1
InChIKey	XUDCXSSDAZIAPT-LBURGEGNSA-N
Formula	C₃₆H₃₀O₁₆
HBA	16
HBD	10
MW	718.62
Rotatable Bonds	6
TPSA	277.27
LogP	1.97
Number Rings	7
Number Aromatic Rings	5
Heavy Atom Count	52
Formal Charge	0
Fraction CSP3	0.22
Exact Mass	718.15
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Allanblackia gabonensis	Clusiaceae	Plantae	469913

Showing of synonyms

Nganou BK, Simo Konga I, et al. (2019). Guttiferone BL with antibacterial activity from the fruits of Allanblackia gabonensis.. Natural product research,2019, 33(18), 2638-2646. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(c(cc3)OC4CCCCO4)C(C5=O)C(c6ccccc6)Oc(c57)cccc7

Level: 4

Mol. Weight: 718.62 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(c(cc3)OC4CCCCO4)C(C5=O)COc(c56)cccc6

Level: 3

Mol. Weight: 718.62 g/mol

SMILES: O1CCCCC1Oc(cc2)c(c(c23)occc3=O)C(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 718.62 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 718.62 g/mol

SMILES: O1CCCCC1Oc(cc2)c(c(c23)occc3=O)C(C4=O)COc(c45)cccc5

Level: 2

Mol. Weight: 718.62 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C(C4=O)COc(c45)cccc5

Level: 2

Mol. Weight: 718.62 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C(C3=O)C(c4ccccc4)Oc(c35)cccc5

Level: 2

Mol. Weight: 718.62 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 718.62 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C(C3=O)COc(c34)cccc4

Level: 1

Mol. Weight: 718.62 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 718.62 g/mol

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 718.62 g/mol

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

Level: 1

Mol. Weight: 718.62 g/mol

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 718.62 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 718.62 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 718.62 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 718.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.31
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 0.970
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 923.97

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.910
Plasma Protein Binding: 84.1
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: 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: Inhibitor

Excretion

Clearance: 8.720
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -20.380
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.120
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.350
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Toxic
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: -1672862.490
Rat (Acute): 2.550
Rat (Chronic Oral): 4.520
Fathead Minnow: 2121.100
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: 180419.540
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.240
Log(P): 2.76
Log S: -5.81
Log(Vapor Pressure): -5939.62
Melting Point: 276.63
pKa Acid: -13.39
pKa Basic: 6.8

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9011
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8655
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8500
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8309
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.8038
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.8030
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8017
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	4	0.7773
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7732
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7595
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7553
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.7487
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7473
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.7399
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7248
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7135
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7068
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7067

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