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Euphornin E

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	COC(=O)[C@@H]1C[C@@H](OC(=O)C)C(C)(C)/C=C/[C@@H](/C(=C/2\C(/C=C/1\C)[C@@H](OC(=O)c1ccccc1)[C@H](C2)C)/OC(=O)C)C
InChI	InChI=1S/C33H42O8/c1-19-14-15-33(6,7)28(39-22(4)34)18-25(32(37)38-8)20(2)16-26-27(29(19)40-23(5)35)17-21(3)30(26)41-31(36)24-12-10-9-11-13-24/h9-16,19,21,25-26,28,30H,17-18H2,1-8H3/b15-14+,20-16+,29-27+/t19-,21-,25+,26?,28+,30-/m0/s1
InChIKey	BSEUVBISSZPVKT-VRCZBDOOSA-N
Formula	C₃₃H₄₂O₈
HBA	8
HBD	0
MW	566.69
Rotatable Bonds	5
TPSA	105.2
LogP	5.97
Number Rings	3
Number Aromatic Rings	1
Heavy Atom Count	41
Formal Charge	0
Fraction CSP3	0.52
Exact Mass	566.29
Number of Lipinski Rule Violations	2

#	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: 6451097

Cas: 126239-93-8

Nmrshiftdb2: 70097973

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC(CC2)C(C2=3)C=CCCCCC=CCC3

Level: 1

Mol. Weight: 566.69 g/mol

SMILES: C1CCC(C1=2)C=CCCCCC=CCC2

Level: 0

Mol. Weight: 566.69 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 566.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.48
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.670
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.13

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.800
Plasma Protein Binding: 97.19
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: 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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 11.540
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.910
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.490
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 7.630
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Toxic
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -3138.250
Rat (Acute): 3.130
Rat (Chronic Oral): 2.490
Fathead Minnow: 16.260
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 425.190
Hydration Free Energy: -2.840
Log(D) at pH=7.4: 4.530
Log(P): 6.87
Log S: -5.96
Log(Vapor Pressure): -8.62
Melting Point: 120.27
pKa Acid: 11.56
pKa Basic: 3.78

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.8924
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.8924
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8283
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8283
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7752
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7752
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7715
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7715
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7694
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7694
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7485
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7485
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7342
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7342
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7266
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7266
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7237
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7237
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7214
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7214
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7102
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7102
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7101
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7101
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7093
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7093
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7078
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7078
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7055
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7055
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7052
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7052
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7032
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.7032
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.7032
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7032

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