Eurylene

Details

• Internal ID: 399b4abd-5704-454c-80b7-c41ca0d71710
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,4S)-4-acetyloxy-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-4-[(2R,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]butyl] acetate
• SMILES (Canonical): CC(=CCCC(C)(C1CCC(O1)(C)C(CCC(C2(CCC(O2)C(C)(CCC=C(C)C)O)C)OC(=O)C)OC(=O)C)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@](O1)(C)[C@@H](CC[C@@H]([C@]2(CC[C@@H](O2)[C@](C)(CCC=C(C)C)O)C)OC(=O)C)OC(=O)C)O)C
• InChI: InChI=1S/C34H58O8/c1-23(2)13-11-19-31(7,37)27-17-21-33(9,41-27)29(39-25(5)35)15-16-30(40-26(6)36)34(10)22-18-28(42-34)32(8,38)20-12-14-24(3)4/h13-14,27-30,37-38H,11-12,15-22H2,1-10H3/t27-,28-,29-,30+,31+,32+,33+,34-/m1/s1
• InChI Key: UEWPQEARKYIFFJ-ANMVGWMBSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₈O₈
• Molecular Weight: 594.80 g/mol
• Exact Mass: 594.41316880 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.50
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• 134856-96-5
• [(1R,4S)-4-acetyloxy-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-4-[(2R,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]butyl] acetate
• ( )-Eurylene
• (+)-Eurylene
• CHEMBL64581
• DTXSID80159000
• 2,5-Furandimethanol, alpha2,alpha2'-1,2-ethanediylbis(tetrahydro-alpha5,2-dimethyl-alpha5-(4-methyl-3-pentenyl)-,alpha2,alpha2'-diacetate, (alpha2R,alpha2'S,alpha5S,alpha5'S,2S,2'R,5R,5'R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9464	94.64%
Caco-2	-	0.7897	78.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6816	68.16%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9137	91.37%
P-glycoprotein inhibitior	+	0.7695	76.95%
P-glycoprotein substrate	-	0.8373	83.73%
CYP3A4 substrate	+	0.6428	64.28%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.6507	65.07%
CYP2C9 inhibition	-	0.6688	66.88%
CYP2C19 inhibition	-	0.7470	74.70%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.7319	73.19%
CYP2C8 inhibition	-	0.8515	85.15%
CYP inhibitory promiscuity	-	0.8448	84.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7447	74.47%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6039	60.39%
skin sensitisation	-	0.6880	68.80%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6543	65.43%
Acute Oral Toxicity (c)	III	0.5090	50.90%
Estrogen receptor binding	+	0.6786	67.86%
Androgen receptor binding	+	0.5649	56.49%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.6625	66.25%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9685	96.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.36%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.63%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.89%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.61%	95.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.74%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.59%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.42%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.13%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.18%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.62%	97.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.17%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.05%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.84%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.83%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.29%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.23%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.00%	97.14%
CHEMBL236	P41143	Delta opioid receptor	81.95%	99.35%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.42%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.39%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.21%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.70%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.67%	85.31%
CHEMBL233	P35372	Mu opioid receptor	80.45%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.29%	98.33%

Plants that contains it

• Aralidium pinnatifidum
• Bersama swinnyi
• Blainvillea acmella
• Euphorbia resinifera
• Eurycoma longifolia
• Geigeria schinzii
• Goniothalamus undulatus
• Gymnospermium kiangnanensis
• Helichrysum sutherlandii
• Hemionitis marantae
• Lophocereus marginatus
• Nemuaron vieillardii
• Ophryosporus charua
• Oreomecon radicata
• Pachycereus pringlei
• Picea laxa
• Prosopis kuntzei
• Pteris leptophylla
• Stenocereus thurberi
• Vitex negundo

Cross-Links

• PubChem: 179304
• NPASS: NPC165330
• LOTUS: LTS0268516
• wikiData: Q83027298