[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-3-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate

Details

• Internal ID: c9efcc55-a45b-4e6a-8651-02fcf6a782ee
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-3-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• SMILES (Canonical): CC1=COC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)COC(=O)C4=CCC(CC4)C(C)(C)O)O)O)O
• SMILES (Isomeric): CC1=COC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CCC(CC4)C(C)(C)O)O)O)O
• InChI: InChI=1S/C26H32O11/c1-12-10-34-17-9-15(8-16(27)19(17)20(12)28)36-25-23(31)22(30)21(29)18(37-25)11-35-24(32)13-4-6-14(7-5-13)26(2,3)33/h4,8-10,14,18,21-23,25,27,29-31,33H,5-7,11H2,1-3H3/t14?,18-,21-,22+,23-,25-/m1/s1
• InChI Key: FYWRZNVUSMYKCQ-PLZYDYQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₁
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.19446183 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8040	80.40%
Caco-2	-	0.8453	84.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8334	83.34%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	-	0.2341	23.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.6053	60.53%
P-glycoprotein inhibitior	+	0.5908	59.08%
P-glycoprotein substrate	-	0.6185	61.85%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	+	0.5686	56.86%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.9256	92.56%
CYP2C9 inhibition	-	0.7055	70.55%
CYP2C19 inhibition	-	0.6855	68.55%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	+	0.5257	52.57%
CYP2C8 inhibition	+	0.7324	73.24%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7128	71.28%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7460	74.60%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5221	52.21%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6913	69.13%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9251	92.51%
Acute Oral Toxicity (c)	III	0.5317	53.17%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.5804	58.04%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6787	67.87%
Aromatase binding	+	0.6399	63.99%
PPAR gamma	+	0.6844	68.44%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	94.21%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	93.42%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.31%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.75%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.17%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.65%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.10%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.48%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.42%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.40%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.57%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.30%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.50%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.96%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%

Plants that contains it

• Calycanthus floridus
• Chimonanthus praecox

Cross-Links

• PubChem: 5315626
• NPASS: NPC225134