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Luteolin 7-O-rhamnoside-3 ́-O-(glucosyl-(1→6)-glucoside)

Family: Plantae - Asparagaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	OCC1O[C@H](OCC2O[C@H](Oc3cc(ccc3O)c3cc(=O)c4c(o3)cc(cc4O)O[C@@H]3OC(C)[C@H]([C@@H](C3O)O)O)[C@@H](C([C@H]2O)O)O)[C@@H](C([C@H]1O)O)O
InChI	InChI=1S/C33H40O20/c1-10-22(38)25(41)29(45)32(48-10)49-12-5-14(36)21-15(37)7-16(50-18(21)6-12)11-2-3-13(35)17(4-11)51-33-30(46)27(43)24(40)20(53-33)9-47-31-28(44)26(42)23(39)19(8-34)52-31/h2-7,10,19-20,22-36,38-46H,8-9H2,1H3/t10?,19?,20?,22-,23+,24+,25+,26?,27?,28-,29?,30-,31+,32+,33+/m1/s1
InChIKey	JYNBTZLHYKFEMR-BVPXJNDISA-N
Formula	C₃₃H₄₀O₂₀
HBA	20
HBD	12
MW	756.66
Rotatable Bonds	9
TPSA	328.35
LogP	-3.92
Number Rings	6
Number Aromatic Rings	3
Heavy Atom Count	53
Formal Charge	0
Fraction CSP3	0.55
Exact Mass	756.21
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Hyacinthoides lingulata	Asparagaceae	Plantae	81761

Showing of synonyms

Hanfer M, Benramdane Z, et al. (2022). Chemical constituents, in vitro anti-inflammatory, antioxidant and hemostatic activities of the n butanol extract of Hyacinthoides lingulata (Poir.) Rothm. Natural product research, 2022, 36(12), 3124-3128. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(ccc3)cc3-c(cc4=O)oc(c45)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(ccc3)cc3-c(cc4=O)oc(c45)cccc5

Level: 3

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(cc3=O)-c4cc(ccc4)OC5CCCCO5

Level: 3

Mol. Weight: 756.66 g/mol

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

Level: 2

Mol. Weight: 756.66 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3cc(ccc3)OC4CCCCO4

Level: 2

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3ccccc3

Level: 2

Mol. Weight: 756.66 g/mol

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

Level: 1

Mol. Weight: 756.66 g/mol

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

Level: 1

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 756.66 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 756.66 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 756.66 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 756.66 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 756.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.61
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1.49
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1023.14

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.73
Plasma Protein Binding: 41.63
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: 5.74
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -23.99
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.74
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.15
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: -1853734.26
Rat (Acute): 2.37
Rat (Chronic Oral): 5.03
Fathead Minnow: 2348.82
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: 201688.0
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -1.51
Log(P): -1.8
Log S: -4.35
Log(Vapor Pressure): -6613.25
Melting Point: 250.72
pKa Acid: -14.04
pKa Basic: 7.14

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8822
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8456
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8122
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8114
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.8105
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8015
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8000
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7991
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7978
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7948
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7885
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7786
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7720
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7630
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7610
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7548
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.7389
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7329
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7112
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7087

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