[(1S,4aR,5R,7S,7aR)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] (E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

Details

• Internal ID: be171634-2be3-48e6-8920-024aef925ac0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aR,5R,7S,7aR)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] (E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate
• SMILES (Canonical): CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC5=C(C(=C4)OC)OC(C5CO)C6=CC(=C(C=C6)O)OC)O
• SMILES (Isomeric): C[C@@]1(C[C@H]([C@H]2[C@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)/C=C/C4=CC5=C(C(=C4)OC)O[C@H]([C@@H]5CO)C6=CC(=C(C=C6)O)OC)O
• InChI: InChI=1S/C35H42O15/c1-35(43)13-24(18-8-9-46-33(27(18)35)50-34-30(42)29(41)28(40)25(15-37)48-34)47-26(39)7-4-16-10-19-20(14-36)31(49-32(19)23(11-16)45-3)17-5-6-21(38)22(12-17)44-2/h4-12,18,20,24-25,27-31,33-34,36-38,40-43H,13-15H2,1-3H3/b7-4+/t18-,20+,24+,25+,27-,28+,29-,30+,31-,33-,34-,35-/m0/s1
• InChI Key: YOXRIDMEFICPOA-JVGSIOANSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₁₅
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.25237063 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7823	78.23%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5859	58.59%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8463	84.63%
P-glycoprotein inhibitior	+	0.7033	70.33%
P-glycoprotein substrate	+	0.5910	59.10%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.8444	84.44%
CYP2C9 inhibition	-	0.8862	88.62%
CYP2C19 inhibition	-	0.8693	86.93%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	+	0.7977	79.77%
CYP inhibitory promiscuity	-	0.7367	73.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5130	51.30%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7720	77.20%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7754	77.54%
Acute Oral Toxicity (c)	III	0.5165	51.65%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6668	66.68%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.6988	69.88%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	+	0.6961	69.61%
Honey bee toxicity	-	0.6931	69.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9205	92.05%

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	99.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.59%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.45%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.99%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.72%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.79%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.36%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.94%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.62%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.83%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.40%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.24%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.72%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.83%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.18%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.66%	92.62%

Plants that contains it

• Buddleja davidii

Cross-Links

• PubChem: 163195562
• LOTUS: LTS0014202
• wikiData: Q105351588