Eucalmaidin E

Details

• Internal ID: 90ad99c5-8245-4472-9f8f-bc48f7b0dcde
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carbonyl]oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• SMILES (Canonical): CC(C)(C1CCC(=CC1)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CCC(CC3)C(C)(C)O)O)O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CCC(=CC1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC[C@@H](CC3)C(C)(C)O)O)O)O)O
• InChI: InChI=1S/C26H40O10/c1-25(2,32)16-9-5-14(6-10-16)22(30)34-13-18-19(27)20(28)21(29)24(35-18)36-23(31)15-7-11-17(12-8-15)26(3,4)33/h5,7,16-21,24,27-29,32-33H,6,8-13H2,1-4H3/t16-,17-,18+,19+,20-,21+,24-/m0/s1
• InChI Key: JOLLIDAUJSAZHE-SKNUFNKISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.26214747 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• Eucalmaidin E
• 1187303-40-7
• [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carbonyl]oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• starbld0000836
• AKOS032962402
• FS-10198
• beta-D-Glucopyranose, 1,6-bis((4R)-4-(1-hydroxy-1-methylethyl)-1-cyclohexene-1-carboxylate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5926	59.26%
Caco-2	-	0.8412	84.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9264	92.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.8309	83.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5724	57.24%
BSEP inhibitior	-	0.8772	87.72%
P-glycoprotein inhibitior	-	0.4561	45.61%
P-glycoprotein substrate	-	0.8968	89.68%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	0.5974	59.74%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.9521	95.21%
CYP2C9 inhibition	-	0.7580	75.80%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8241	82.41%
CYP2C8 inhibition	-	0.5837	58.37%
CYP inhibitory promiscuity	-	0.9182	91.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7356	73.56%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.6889	68.89%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5867	58.67%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6677	66.77%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9098	90.98%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.7334	73.34%
Androgen receptor binding	-	0.5507	55.07%
Thyroid receptor binding	+	0.5245	52.45%
Glucocorticoid receptor binding	+	0.6210	62.10%
Aromatase binding	+	0.5929	59.29%
PPAR gamma	+	0.6329	63.29%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9738	97.38%

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	96.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.31%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	88.60%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	86.37%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.89%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.37%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.95%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.38%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.32%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.75%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.70%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.68%	95.89%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 91895372
• LOTUS: LTS0253792
• wikiData: Q105132408