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Ekeberin D4

Family: Plantae - Meliaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpenoid

Canonical Smiles	O[C@@H]([C@]1(C)CC[C@@H](O1)C(O)(C)C)CC/C(=C/CC/C=C(/CC[C@H]([C@]1(C)CC[C@@H](O1)C(O)(C)C)O)\C)/C
InChI	InChI=1S/C30H54O6/c1-21(13-15-23(31)29(7)19-17-25(35-29)27(3,4)33)11-9-10-12-22(2)14-16-24(32)30(8)20-18-26(36-30)28(5,6)34/h11-12,23-26,31-34H,9-10,13-20H2,1-8H3/b21-11+,22-12+/t23-,24-,25-,26-,29+,30+/m1/s1
InChIKey	PIXGUMZAPNRCDR-SFCCXYMXSA-N
Formula	C₃₀H₅₄O₆
HBA	6
HBD	4
MW	510.76
Rotatable Bonds	13
TPSA	99.38
LogP	5.36
Number Rings	2
Number Aromatic Rings	0
Heavy Atom Count	36
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	510.39
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ekebergia capensis	Meliaceae	Plantae	124949

Showing of synonyms

Murata T, Miyase T, et al. (2008). Antiplasmodial triterpenoids from Ekebergia capensis.. Journal of Natural Products,2008,71(2),167-174. [View] [PubMed]

Pubchem: 24800894

Cas: 1012326-60-1

Zinc: ZINC000029041829

Nmrshiftdb2: 60114437

Chembl: CHEMBL255488

No compound-protein relationship available.

SMILES: O1CCCC1CCCC=CCCC=CCCCC2CCCO2

Level: 1

Mol. Weight: 510.76 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 510.76 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp): -5.07
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.86
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -2.84

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.94
Plasma Protein Binding: 77.09
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: 1.49
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.1
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.0
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 5.53
Micronucleos: Safe
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: -188.78
Rat (Acute): 2.69
Rat (Chronic Oral): 1.96
Fathead Minnow: 4.83
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 471.29
Hydration Free Energy: -2.95
Log(D) at pH=7.4: 3.54
Log(P): 4.4
Log S: -4.9
Log(Vapor Pressure): -8.7
Melting Point: 116.7
pKa Acid: 10.38
pKa Basic: 6.74

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8866
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8866
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.8776
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.8776
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8770
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8770
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8741
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8741
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8731
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8731
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8719
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8719
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.8712
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.8712
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8685
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8685
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.8628
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.8628
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8588
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8588
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8557
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8557
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8546
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8546
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8221
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8221
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.8184
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.8184
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7967
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7967
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7921
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7921
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7918
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7918
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7909
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7909
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7908
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7908
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7904
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7904
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7863
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7863
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7798
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7798
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7736
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7736
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	4	0.7718
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	4	0.7718
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7693
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7693
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7689
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7689
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7689
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7689
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7655
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7655
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7649
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7649
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7591
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7591
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7559
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7559
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7543
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7543
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7533
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7533
Lanosterol synthase	P48449	ERG7_HUMAN	Homo sapiens	3	0.7500
Lanosterol synthase	P48449	ERG7_HUMAN	Homo sapiens	3	0.7500
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	3	0.7484
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	3	0.7484
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	3	0.7484
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	3	0.7484
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7473
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7473
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7451
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7451
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7432
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7432
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7431
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7431
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7430
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7430
Hemolymph juvenile hormone binding protein	Q9U556	Q9U556_BOMMO	Bombyx mori	4	0.7423
Hemolymph juvenile hormone binding protein	Q9U556	Q9U556_BOMMO	Bombyx mori	4	0.7423
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7401
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7401
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7398
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7398
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7385
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7385
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7378
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7378
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7357
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7357
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7351
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7351
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA	P45523	FKBA_ECOLI	Escherichia coli	4	0.7347
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA	P45523	FKBA_ECOLI	Escherichia coli	4	0.7347
Endoplasmin, putative	Q8I0V4	Q8I0V4_PLAF7	Plasmodium falciparum	4	0.7284
Endoplasmin, putative	Q8I0V4	Q8I0V4_PLAF7	Plasmodium falciparum	4	0.7284
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.7282
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.7282
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7278
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7278
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7274
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7274
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7259
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7259
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7253
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7253
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7229
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7229
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7224
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7224
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7222
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7222
Nuclear receptor ROR-beta	P45446	RORB_RAT	Rattus norvegicus	2	0.7209
Nuclear receptor ROR-beta	P45446	RORB_RAT	Rattus norvegicus	2	0.7209
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.7202
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.7202
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7192
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7192
Bacteriorhodopsin	P02945	BACR_HALSA	Halobacterium salinarum	3	0.7159
Bacteriorhodopsin	P02945	BACR_HALSA	Halobacterium salinarum	3	0.7159
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7127
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7127
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7101
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7101
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7096
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7096
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7089
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7089
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7082
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7082
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7073
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7073
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7071
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7071
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7056
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7056
Peroxisome proliferator-activated receptor alpha	Q07869	PPARA_HUMAN	Homo sapiens	3	0.7052
Peroxisome proliferator-activated receptor alpha	Q07869	PPARA_HUMAN	Homo sapiens	3	0.7052
Retinoic acid receptor RXR-alpha	P28700	RXRA_MOUSE	Mus musculus	3	0.7050
Retinoic acid receptor RXR-alpha	P28700	RXRA_MOUSE	Mus musculus	3	0.7050
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7049
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7049
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	3	0.7040
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	3	0.7040
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7023
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7023
Gibberellin receptor GID1	Q6L545	GID1_ORYSJ	Oryza sativa subsp. japonica	3	0.7002
Gibberellin receptor GID1	Q6L545	GID1_ORYSJ	Oryza sativa subsp. japonica	3	0.7002

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