1-[2-hydroxy-6-methoxy-3,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: 8f67b126-cd74-4454-989b-a52f37338ff6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2-hydroxy-6-methoxy-3,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC1=C(C(=C(C(=C1OC2C(C(C(C(O2)CO)O)O)O)C)OC)C(=O)C)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C)OC)C(=O)C)O
• InChI: InChI=1S/C17H24O9/c1-6-11(20)10(8(3)19)16(24-4)7(2)15(6)26-17-14(23)13(22)12(21)9(5-18)25-17/h9,12-14,17-18,20-23H,5H2,1-4H3/t9-,12-,13+,14-,17+/m1/s1
• InChI Key: RZODVZDOANNIPZ-QMHRUXRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₉
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.14203234 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7092	70.92%
Caco-2	-	0.8346	83.46%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.7472	74.72%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8544	85.44%
P-glycoprotein inhibitior	-	0.8284	82.84%
P-glycoprotein substrate	-	0.8982	89.82%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.7880	78.80%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7524	75.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8638	86.38%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6569	65.69%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7218	72.18%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8283	82.83%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	+	0.6576	65.76%
Androgen receptor binding	-	0.6984	69.84%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.6245	62.45%
Honey bee toxicity	-	0.8833	88.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8655	86.55%
Fish aquatic toxicity	-	0.4537	45.37%

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	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.57%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.98%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.60%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.42%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.26%	95.64%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.51%	94.33%

Plants that contains it

• Dryopteris fragrans

Cross-Links

• PubChem: 25130376
• LOTUS: LTS0224222
• wikiData: Q105248483