ANPDB

Select a section from the left sidebar

Cassiaoccidentalin A

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

Canonical Smiles	Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)[C@H]1O[C@@H](C)[C@@H](C(=O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O
InChI	InChI=1S/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19-20,22,24-28,30-34,36H,1-2H3/t9-,10-,19-,20-,22+,24+,25+,26-,27-/m0/s1
InChIKey	KCQFNIYRJNSNLG-MTJGCPMUSA-N
Formula	C₂₇H₂₈O₁₃
HBA	13
HBD	7
MW	560.51
Rotatable Bonds	4
TPSA	216.58
LogP	0.18
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	40
Formal Charge	0
Fraction CSP3	0.41
Exact Mass	560.15
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Drymaria cordata	Caryophyllaceae	Plantae	191453

Showing of synonyms

Nono RN, Nguelefack-Mbuyo EP, et al. (2016). Antioxidant C-glycosylflavones of Drymaria cordata (Linn.) Willd.. Archives of pharmacal research,2016, 39(1), 43-50. [View] [PubMed]

Pubchem: 503734

Zinc: ZINC000095910034

Nmrshiftdb2: 70059685

Chembl: CHEMBL3359539

No compound-protein relationship available.

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C(OCC4)C(C4=O)OC5CCCCO5

Level: 3

Mol. Weight: 560.51 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)C(OCC3)C(C3=O)OC4CCCCO4

Level: 2

Mol. Weight: 560.51 g/mol

SMILES: C1COC(CC1=O)c(c2)ccc(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 560.51 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)C(CC3=O)OCC3

Level: 1

Mol. Weight: 560.51 g/mol

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

Level: 1

Mol. Weight: 560.51 g/mol

SMILES: C1COCC(C1=O)OC2CCCCO2

Level: 1

Mol. Weight: 560.51 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 560.51 g/mol

SMILES: O=C1CCOCC1

Level: 0

Mol. Weight: 560.51 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 560.51 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 560.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.76
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.170
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2.5

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.900
Plasma Protein Binding: 84.01
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: 13.380
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.370
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.780
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.600
Micronucleos: Toxic
NR-AhR: Toxic
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: -3431.480
Rat (Acute): 2.540
Rat (Chronic Oral): 3.990
Fathead Minnow: 10.760
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 571.740
Hydration Free Energy: -3.060
Log(D) at pH=7.4: 0.830
Log(P): 1.89
Log S: -4.95
Log(Vapor Pressure): -11.22
Melting Point: 221.2
pKa Acid: 5.45
pKa Basic: 6.21

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9498
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9488
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8813
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8807
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8484
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.8407
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8344
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8177
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8021
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7963
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7924
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7917
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7845
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7816
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.7803
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7721
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7705
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7658
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7600
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7584
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7510
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7482
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.7462
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7427
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7396
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7386
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7320
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7289
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7284
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7238
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7216
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7197
C-1-tetrahydrofolate synthase, cytoplasmic	P11586	C1TC_HUMAN	Homo sapiens	3	0.7148
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7106
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7101
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	5	0.7092
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7074
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7059
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7052
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7043
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	4	0.7038

Download SDF