ANPDB

Select a section from the left sidebar

Euphorhelin

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Tannin

Canonical Smiles	O[C@@H]1[C@@H](OC(=O)c2cc(O)c(c(c2Oc2cc3C(=O)OC[C@H]4O[C@@H](OC(=O)c5cc(O)c(c(c5)O)O)[C@H]5[C@H]([C@@H]4OC(=O)C4=CC(=O)C([C@@H]6[C@@H]4c4c(C(=O)O5)cc(c(c4O6)O)O)(O)O)OC(=O)c4c(c3c(c2O)O)c(O)c(c(c4)O)O)O)O)[C@@H](O[C@@H]([C@H]1O)COC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O
InChI	InChI=1S/C68H50O44/c69-22-1-14(2-23(70)39(22)79)58(91)101-12-32-46(86)50(90)54(66(104-32)111-59(92)15-3-24(71)40(80)25(72)4-15)108-65(98)21-9-29(76)43(83)49(89)51(21)103-31-10-19-36(48(88)45(31)85)35-17(7-28(75)42(82)47(35)87)62(95)109-55-52-33(13-102-61(19)94)105-67(112-60(93)16-5-26(73)41(81)27(74)6-16)56(55)110-63(96)18-8-30(77)44(84)53-37(18)38-20(64(97)107-52)11-34(78)68(99,100)57(38)106-53/h1-11,32-33,38,46,50,52,54-57,66-67,69-77,79-90,99-100H,12-13H2/t32-,33-,38+,46-,50+,52-,54-,55+,56-,57+,66+,67+/m1/s1
InChIKey	WLORYQPNFCDWBQ-ZWTUTABXSA-N
Formula	C₆₈H₅₀O₄₄
HBA	44
HBD	23
MW	1571.1
Rotatable Bonds	11
TPSA	729.68
LogP	-0.3
Number Rings	13
Number Aromatic Rings	7
Heavy Atom Count	112
Formal Charge	0
Fraction CSP3	0.22
Exact Mass	1570.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Euphorbia helioscopia	Euphorbiaceae	Plantae	154990

Showing of synonyms

Mohamed AH, Hegazy MF, et al. (2012). Euphorbia helioscopia: Chemical constituents and biological activities. International Journal of Phytopharmacology,2012,3(1),78-90. [View]

Pubchem: 101597200

Nmrshiftdb2: 60067403

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OCC2CCC(C(O2)OC(=O)c3ccccc3)OC(=O)c4c(cccc4)Oc(c5)ccc(c6c(C(=O)O7)cccc6)c5C(=O)OCC(C(OC(=O)C=8C9C(O1)CC(=O)C8)C7C2OC(=O)c3cccc1c39)OC2OC(=O)c1ccccc1

Level: 5

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCC(CO2)OC(=O)c3c(cccc3)Oc(c4)ccc(c5c(C(=O)O6)cccc5)c4C(=O)OCC(C(OC(=O)C=7C8C(O9)CC(=O)C7)C6C1OC(=O)c2cccc9c28)OC1OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCC(C(O2)OC(=O)c3ccccc3)OC(=O)c4c(cccc4)Oc(c5)ccc(c6c(C(=O)O7)cccc6)c5C(=O)OCC(OC8)C(OC(=O)C=9C1C(O2)CC(=O)C9)C7C8OC(=O)c3cccc2c13

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(c4)ccc(c5c(C(=O)O6)cccc5)c4C(=O)OCC(C(OC(=O)C=7C8C(O9)CC(=O)C7)C6C1OC(=O)c2cccc9c28)OC1OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCC(CO2)OC(=O)c3c(cccc3)Oc(c4)ccc(c5c(C(=O)O6)cccc5)c4C(=O)OCC(OC7)C(OC(=O)C=8C9C(O1)CC(=O)C8)C6C7OC(=O)c2cccc1c29

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(c4)ccc(c5c(C(=O)O6)cccc5)c4C(=O)OCC(OC7)C(OC(=O)C=8C9C(O1)CC(=O)C8)C6C7OC(=O)c2cccc1c29

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(c3)ccc(c4c(C(=O)O5)cccc4)c3C(=O)OCC(C(OC(=O)C=6C7C(O8)CC(=O)C6)C5C9OC(=O)c1cccc8c17)OC9OC(=O)c1ccccc1

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCC(OC(=O)c3ccccc3)C(O2)OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(c3)ccc(c4c(C(=O)O5)cccc4)c3C(=O)OCC(OC6)C(OC(=O)C=7C8C(O9)CC(=O)C7)C5C6OC(=O)c1cccc9c18

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c12c3cccc2C(=O)OC4C5C(OC(=O)C=6C1C(O3)CC(=O)C6)C(OC4OC(=O)c7ccccc7)COC(=O)c8c(c9c(C(=O)O5)cccc9)ccc(c8)Oc1ccccc1

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCC(CO2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1571.1 g/mol

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

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(C(=O)O2)c1c(cccc3)c3C(=O)OCC(C(OC(=O)C=4C5C(O6)CC(=O)C4)C2C7OC(=O)c8cccc6c58)OC7OC(=O)c9ccccc9

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c12c3cccc2C(=O)OC4C5C(OC(=O)C=6C1C(O3)CC(=O)C6)C(OC4)COC(=O)c7c(c8c(C(=O)O5)cccc8)ccc(c7)Oc9ccccc9

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC2CCCCO2

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c12c3cccc2C(=O)OC4C5C(OC(=O)C=6C1C(O3)CC(=O)C6)C(OC4)COC(=O)c7c(cccc7)c8c(C(=O)O5)cccc8

Level: 0

Mol. Weight: 1571.1 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1571.1 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 28167073494048572000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3681103484506518500000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.1
Plasma Protein Binding: 3.16
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: 9.86
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -85614146958719190000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -34957264919768772
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -6681025661633058000000000000
Rat (Acute): 5387970690353.12
Rat (Chronic Oral): 14330214960252500000
Fathead Minnow: 8433368649358861000000000
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: 751430173046596500000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -417720244311995400000
Log(P): -48627560627736456
Log S: -10.34
Log(Vapor Pressure): -24744213571792224000000000
Melting Point: -7518881891151072000
pKa Acid: -180300697091914400000000
pKa Basic: -1450513064300073000000

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	0.9051
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9051
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8514
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8514
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8370
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8370
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8264
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8264
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8242
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8242
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8099
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8099
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8059
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8059
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7838
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7838
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7526
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7526
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7525
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7525
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7236
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7236
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7202
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7202
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7027
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7027

Download SDF