Eurycomaoside

Details

• Internal ID: 1d3105e9-2008-4115-bb83-b77fc7684784
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1R,2R,3R,6R,7S,8R,9S,12S,13R,14R,15R,16R)-6,8,14,15-tetrahydroxy-2,6,13,16-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-4-en-11-one
• SMILES (Canonical): CC1C(C(C2C3(C(C=CC(C3C(C4C2(C1C(=O)O4)C)O)(C)O)OC5C(C(C(C(O5)CO)O)O)O)C)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H]([C@@H]2[C@]3([C@@H](C=C[C@@]([C@@H]3[C@H]([C@@H]4[C@]2([C@H]1C(=O)O4)C)O)(C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)O
• InChI: InChI=1S/C25H38O12/c1-8-11-21(33)37-20-17(32)18-23(2,34)6-5-10(24(18,3)19(25(11,20)4)15(30)12(8)27)36-22-16(31)14(29)13(28)9(7-26)35-22/h5-6,8-20,22,26-32,34H,7H2,1-4H3/t8-,9-,10-,11-,12-,13-,14+,15+,16-,17-,18+,19-,20-,22+,23-,24+,25+/m1/s1
• InChI Key: TYXFVKGQQWDJKA-ZCGIWQPNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₁₂
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.23632664 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• 660393-08-8
• (1R,2R,3R,6R,7S,8R,9S,12S,13R,14R,15R,16R)-6,8,14,15-tetrahydroxy-2,6,13,16-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-4-en-11-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4599	45.99%
Caco-2	-	0.8286	82.86%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7231	72.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8344	83.44%
P-glycoprotein inhibitior	-	0.6169	61.69%
P-glycoprotein substrate	-	0.6825	68.25%
CYP3A4 substrate	+	0.6494	64.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8926	89.26%
CYP3A4 inhibition	-	0.9140	91.40%
CYP2C9 inhibition	-	0.9498	94.98%
CYP2C19 inhibition	-	0.9295	92.95%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.9223	92.23%
CYP2C8 inhibition	-	0.7264	72.64%
CYP inhibitory promiscuity	-	0.7581	75.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9481	94.81%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4869	48.69%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.7157	71.57%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6979	69.79%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	+	0.6898	68.98%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	+	0.5678	56.78%
PPAR gamma	+	0.5724	57.24%
Honey bee toxicity	-	0.7247	72.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	-	0.4103	41.03%

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	97.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	86.80%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.36%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.07%	83.57%

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: 11283976
• NPASS: NPC175294
• LOTUS: LTS0256616
• wikiData: Q105267786