Eurycolactone F

Details

• Internal ID: d99a0e8e-b868-44f4-ae21-23f2ad6e02b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(1R,2R,3S,7S,8R,9S,12S,13R,14R,15R,16R)-3,14,15-trihydroxy-2,6,13,16-tetramethyl-4,11-dioxo-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-en-8-yl] acetate
• SMILES (Canonical): CC1C(C(C2C3(C1C(=O)OC3C(C4C2(C(C(=O)C=C4C)O)C)OC(=O)C)C)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H]([C@H]2[C@@]3([C@H]1C(=O)O[C@@H]3[C@@H]([C@@H]4[C@@]2([C@@H](C(=O)C=C4C)O)C)OC(=O)C)C)O)O
• InChI: InChI=1S/C21H28O8/c1-7-6-10(23)17(26)20(4)11(7)15(28-9(3)22)18-21(5)12(19(27)29-18)8(2)13(24)14(25)16(20)21/h6,8,11-18,24-26H,1-5H3/t8-,11-,12-,13-,14+,15-,16-,17-,18-,20+,21+/m1/s1
• InChI Key: ISBJOLOXURAMQV-KGZQRRCKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₈
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.17841785 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• [(1R,2R,3S,7S,8R,9S,12S,13R,14R,15R,16R)-3,14,15-Trihydroxy-2,6,13,16-tetramethyl-4,11-dioxo-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-en-8-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	-	0.8038	80.38%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7329	73.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8295	82.95%
P-glycoprotein inhibitior	-	0.6379	63.79%
P-glycoprotein substrate	-	0.5230	52.30%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.7219	72.19%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	-	0.8439	84.39%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.7810	78.10%
CYP2C8 inhibition	-	0.7543	75.43%
CYP inhibitory promiscuity	-	0.5993	59.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4371	43.71%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8844	88.44%
Skin irritation	-	0.6258	62.58%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.7168	71.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7246	72.46%
Acute Oral Toxicity (c)	III	0.4857	48.57%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	-	0.5270	52.70%
Glucocorticoid receptor binding	-	0.4920	49.20%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5209	52.09%
Honey bee toxicity	-	0.8029	80.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9745	97.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.59%	81.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.11%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.29%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%

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: 10938426
• NPASS: NPC189791
• LOTUS: LTS0170107
• wikiData: Q105119369