2-methoxy-4-[7-methoxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-ylidene]cyclohexa-2,5-dien-1-one

Details

• Internal ID: 3c9adc8d-8ba2-4a76-af8c-464d21251771
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-methoxy-4-[7-methoxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-ylidene]cyclohexa-2,5-dien-1-one
• SMILES (Canonical): COC1=CC2=C(C=C(C(=C3C=CC(=O)C(=C3)OC)O2)OC4C(C(C(C(O4)CO)O)O)O)C(=C1)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C(C(=C3C=CC(=O)C(=C3)OC)O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=C1)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O
• InChI: InChI=1S/C29H34O16/c1-39-12-6-15-13(16(7-12)42-28-25(37)23(35)21(33)19(9-30)44-28)8-18(27(41-15)11-3-4-14(32)17(5-11)40-2)43-29-26(38)24(36)22(34)20(10-31)45-29/h3-8,19-26,28-31,33-38H,9-10H2,1-2H3/t19-,20+,21+,22+,23-,24-,25+,26+,28+,29+/m0/s1
• InChI Key: ILGWGUVHTRBYJV-FLWGTRIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.65
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6874	68.74%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6092	60.92%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8784	87.84%
P-glycoprotein inhibitior	+	0.5713	57.13%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	0.8031	80.31%
CYP2D6 substrate	-	0.8399	83.99%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.7445	74.45%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5147	51.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7092	70.92%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8356	83.56%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6328	63.28%
Acute Oral Toxicity (c)	III	0.5891	58.91%
Estrogen receptor binding	+	0.7983	79.83%
Androgen receptor binding	-	0.5552	55.52%
Thyroid receptor binding	+	0.5380	53.80%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	+	0.5623	56.23%
PPAR gamma	+	0.6314	63.14%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8131	81.31%

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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.99%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.33%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.55%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.37%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.03%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	80.22%	94.45%

Plants that contains it

• Primula clarkei

Cross-Links

• PubChem: 163193003
• LOTUS: LTS0270685
• wikiData: Q105115195