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Phyllagallin D2

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin
- Subclass: Gallotannin

Canonical Smiles	OCC1OC(OC(=O)c2cc(O)c(c(c2)Oc2c(cc(c(c2O)O)O)C(=O)O)O)C(C(C1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1c(ccc(c1O)O)Oc1cc2C(=O)OC3C(OC(C(C3OC(=O)c3cc(O)c(c(c3)O)O)O)CO)OC(=O)c3cc(Oc2c(c1O)O)c(O)c(c3)O
InChI	InChI=1S/C61H48O40/c62-13-33-43(79)49(96-54(85)15-3-22(65)36(72)23(66)4-15)51-60(94-33)100-56(87)18-8-27(70)39(75)31(10-18)93-48-20(58(89)98-51)12-32(42(78)46(48)82)91-29-2-1-21(64)40(76)35(29)59(90)99-52-50(97-55(86)16-5-24(67)37(73)25(68)6-16)44(80)34(14-63)95-61(52)101-57(88)17-7-26(69)38(74)30(9-17)92-47-19(53(83)84)11-28(71)41(77)45(47)81/h1-12,33-34,43-44,49-52,60-82H,13-14H2,(H,83,84)
InChIKey	ULJREJAFTFEKCU-UHFFFAOYSA-N
Formula	C₆₁H₄₈O₄₀
HBA	39
HBD	22
MW	1421.02
Rotatable Bonds	15
TPSA	666.08
LogP	1.44
Number Rings	10
Number Aromatic Rings	7
Heavy Atom Count	101
Formal Charge	0
Fraction CSP3	0.2
Exact Mass	1420.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix aphylla	Tamaricaceae	Plantae	189786

Showing of synonyms

Orabi MA, Yoshimura M, et al. (2015). Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla. Fitoterapia,2015,104,55-63. [View] [PubMed]

Pubchem: 163012165

Nmrshiftdb2: 70060290

No compound-protein relationship available.

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC3OCCC(OC(=O)c4ccccc4)C3OC(=O)c5c(cccc5)Oc(c6)ccc(c67)Oc8cc(ccc8)C(=O)OC9C(OC7=O)C(CCO9)OC(=O)c1ccccc1

Level: 6

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(c5)ccc(c56)Oc7cc(ccc7)C(=O)OC8C(OC6=O)C(CCO8)OC(=O)c9ccccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4c(cccc4)Oc(c5)ccc(c56)Oc7cc(ccc7)C(=O)OC8C(OC6=O)C(CCO8)OC(=O)c9ccccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: O1CCCC(OC2=O)C1OC(=O)c(ccc3)cc3Oc(c24)ccc(c4)Oc(cccc5)c5C(=O)OC6C(OC(=O)c7ccccc7)CCOC6OC(=O)c8cc(ccc8)Oc9ccccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(c5)ccc(c56)Oc7cc(ccc7)C(=O)OC8C(OC6=O)CCCO8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(c4)ccc(c45)Oc6cc(ccc6)C(=O)OC7C(OC5=O)C(CCO7)OC(=O)c8ccccc8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(c4)ccc(c45)Oc6cc(ccc6)C(=O)OC7C(OC5=O)C(CCO7)OC(=O)c8ccccc8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4c(cccc4)Oc(c5)ccc(c56)Oc7cc(ccc7)C(=O)OC8C(OC6=O)CCCO8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC3OCCC(OC(=O)c4ccccc4)C3OC(=O)c5ccccc5

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(c4)ccc(c45)Oc6cc(ccc6)C(=O)OC7C(OC5=O)CCCO7

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(c4)ccc(c45)Oc6cc(ccc6)C(=O)OC7C(OC5=O)CCCO7

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(c3)ccc(c34)Oc5cc(ccc5)C(=O)OC6C(OC4=O)C(CCO6)OC(=O)c7ccccc7

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)CCOC2OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCC3)CC3OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(c3)ccc(c34)Oc5cc(ccc5)C(=O)OC6C(OC4=O)CCCO6

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC3=O)C2OC(=O)c(ccc4)cc4Oc(c35)ccc(c5)Oc6ccccc6

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CC(OCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(OCCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: O1CCCCC1OC(=O)c2cc(ccc2)Oc3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC3=O)C2OC(=O)c(ccc4)cc4Oc(c35)cccc5

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(c2)ccc(c23)Oc4cc(ccc4)C(=O)OC5C(OC3=O)CCCO5

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCOCC2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCCCO2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1cccc(c12)Oc3cc(ccc3)C(=O)OC4C(OC2=O)CCCO4

Level: 0

Mol. Weight: 1421.02 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1421.02 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.03
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 208633564877232.72
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 27265951945719950

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.59
Plasma Protein Binding: -1.76
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: Inhibitor

Excretion

Clearance: 8.31
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -634144388882471.9
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -258928646.13
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.05
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: -49486390075484570000
Rat (Acute): 39818.85
Rat (Chronic Oral): 106143989745.28
Fathead Minnow: 62466041074028340
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 5565847419947255000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -3094055658556.61
Log(P): -360184561.65
Log S: -8.15
Log(Vapor Pressure): -183280563807341760
Melting Point: -55692375425.9
pKa Acid: -1335487909938284.8
pKa Basic: -10743958734225.32

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9000
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9000
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.8916
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.8916
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7889
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7889
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7389
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7389
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.7324
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.7324
Shikimate dehydrogenase (NADP(+))	P56119	AROE_HELPY	Helicobacter pylori	3	0.7140
Shikimate dehydrogenase (NADP(+))	P56119	AROE_HELPY	Helicobacter pylori	3	0.7140
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7012
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7012

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