ANPDB

Select a section from the left sidebar

Ixoratannin A-2

Family: Plantae - Rubiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavanol

Canonical Smiles	Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c3O[C@H](c4ccc(c(c4)O)O)[C@@H](Cc3c3c(c2O1)[C@H]1c2c(O)cc(cc2O[C@@](O3)([C@@H]1O)c1ccc(c(c1)O)O)O)O)O)c1ccc(c(c1)O)O
InChI	InChI=1S/C45H34O18/c46-18-10-27(54)32-30(12-18)61-45(17-3-6-23(50)26(53)9-17)42(57)34(32)36-39-20(14-29(56)38(59-39)15-1-4-21(48)24(51)7-15)40-37(41(36)63-45)35-33-28(55)11-19(47)13-31(33)60-44(62-40,43(35)58)16-2-5-22(49)25(52)8-16/h1-13,29,34-35,38,42-43,46-58H,14H2/t29-,34-,35-,38-,42-,43-,44+,45+/m1/s1
InChIKey	FBUXAMYFTPJDIX-ZQRXMBECSA-N
Formula	C₄₅H₃₄O₁₈
HBA	18
HBD	13
MW	862.75
Rotatable Bonds	3
TPSA	309.14
LogP	4.04
Number Rings	11
Number Aromatic Rings	6
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.2
Exact Mass	862.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ixora coccinea	Rubiaceae	Plantae	43503

Showing of synonyms

Idowu TO, Ogundaini AO, et al. (2010). Doubly linked, A-type proanthocyanidin trimer and other constituents of Ixora coccinea leaves and their antioxidant and antibacterial properties. Phytochemistry,2010,71(17–18),2092-2098. [View]

Pubchem: 50908261

No compound-protein relationship available.

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c(O2)c6c(c7c5OC(CC7)c8ccccc8)OC9(c1ccccc1)CC6c1c(O9)cccc1

Level: 3

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(C7c8c(OC(O6)C7)cccc8)c9c(c5O2)CCC(O9)c1ccccc1

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c(O2)c6c(c7c5OCCC7)OC8(c9ccccc9)CC6c1c(O8)cccc1

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c(O2)c6c(c7c5OC(CC7)c8ccccc8)OC9CC6c1c(O9)cccc1

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(c7c(c5O2)CCCO7)C8c9c(OC(O6)C8)cccc9

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c(O2)c6c(c7c5OCCC7)OC8CC6c9c(O8)cccc9

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: c1cccc(O2)c1C3CC2Oc(c34)c5c(c6c4OC(CC6)c7ccccc7)OC8CC5c9c(O8)cccc9

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: c1cccc(OC(O2)C3)c1C3c(c2c45)c6c(CCCO6)c4OC7CC5c8c(O7)cccc8

Level: 0

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 862.75 g/mol

Antibacterial

Antioxidant

Absorption

Caco-2 (logPapp): -6.19
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 2663.99
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 349028.49

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.06
Plasma Protein Binding: 78.01
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: 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: Inhibitor

Excretion

Clearance: 9.83
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -8111.89
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.76
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.05
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: -633459265.91
Rat (Acute): 2.27
Rat (Chronic Oral): 4.05
Fathead Minnow: 799617.65
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 71237984.32
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -22.7
Log(P): 2.41
Log S: -5.54
Log(Vapor Pressure): -2345768.81
Melting Point: 388.03
pKa Acid: -17039.99
pKa Basic: -100.05

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8571
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8457
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8299
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.8260
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8201
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8141
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7981
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7730
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7556
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7498
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7379
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7347
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7287
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7287
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7140
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7139
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7099

Download SDF