[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-methoxy-4-prop-2-enylphenoxy)oxan-2-yl]methyl 2-[(3R,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]acetate

Details

• Internal ID: d69e4045-05f7-40c2-9fee-e7d56350eb3a
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-methoxy-4-prop-2-enylphenoxy)oxan-2-yl]methyl 2-[(3R,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]acetate
• SMILES (Canonical): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC(=O)CC3CC4C(C(OC=C4C(=O)O3)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC=C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C[C@H]3C[C@H]4[C@H]([C@@H](OC=C4C(=O)O3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=C)O)O)O
• InChI: InChI=1S/C34H44O17/c1-4-6-15-7-8-20(21(9-15)44-3)48-33-29(41)28(40)26(38)23(50-33)14-45-24(36)11-16-10-18-17(5-2)32(46-13-19(18)31(43)47-16)51-34-30(42)27(39)25(37)22(12-35)49-34/h4-5,7-9,13,16-18,22-23,25-30,32-35,37-42H,1-2,6,10-12,14H2,3H3/t16-,17-,18+,22-,23-,25-,26-,27+,28+,29-,30-,32+,33-,34+/m1/s1
• InChI Key: GKERFFBSWPIJCR-JZNDGEFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₇
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.25784993 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.67
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6241	62.41%
Caco-2	-	0.8761	87.61%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6176	61.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7950	79.50%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8991	89.91%
P-glycoprotein inhibitior	+	0.6875	68.75%
P-glycoprotein substrate	+	0.6035	60.35%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8299	82.99%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.6994	69.94%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	+	0.7771	77.71%
CYP inhibitory promiscuity	-	0.7850	78.50%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7236	72.36%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8173	81.73%
Acute Oral Toxicity (c)	III	0.5454	54.54%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.5656	56.56%
Thyroid receptor binding	-	0.5276	52.76%
Glucocorticoid receptor binding	+	0.6468	64.68%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9543	95.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	97.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.95%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.48%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.90%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.24%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.11%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.85%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.79%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.18%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.07%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.17%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.95%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.81%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.06%	95.89%

Plants that contains it

• Acacia aulacocarpa
• Anemonastrum flaccidum
• Ardisia neriifolia
• Aspidosperma subincanum
• Cryptocarya aschersoniana
• Eupatorium argentinum
• Garcinia madruno
• Guatteria ucayalina
• Juniperus brevifolia
• Lonicera japonica
• Peritassa compta
• Psiadia dentata

Cross-Links

• PubChem: 102193291
• NPASS: NPC106477