[2,6-dihydroxy-3-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone

Details

• Internal ID: 35d11649-b951-4039-967d-112231fd6473
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2,6-dihydroxy-3-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone
• SMILES (Canonical): CC1=C(C(=C(C(=C1OC2C(C(C(C(O2)CO)O)O)O)C3C(C(C(C(O3)CO)O)O)O)O)C(=O)C4=CC=CC=C4)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@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C26H32O14/c1-9-15(29)13(16(30)10-5-3-2-4-6-10)19(33)14(25-22(36)20(34)17(31)11(7-27)38-25)24(9)40-26-23(37)21(35)18(32)12(8-28)39-26/h2-6,11-12,17-18,20-23,25-29,31-37H,7-8H2,1H3/t11-,12-,17-,18-,20+,21+,22-,23-,25+,26+/m1/s1
• InChI Key: OAVOMWNHUJNDFE-RHNDDLDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₄
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.17920569 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.67
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7582	75.82%
Caco-2	-	0.9047	90.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7639	76.39%
OATP2B1 inhibitior	-	0.5643	56.43%
OATP1B1 inhibitior	+	0.8107	81.07%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6392	63.92%
P-glycoprotein inhibitior	-	0.6463	64.63%
P-glycoprotein substrate	-	0.8534	85.34%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.9349	93.49%
CYP2D6 inhibition	-	0.9598	95.98%
CYP1A2 inhibition	-	0.9318	93.18%
CYP2C8 inhibition	+	0.6001	60.01%
CYP inhibitory promiscuity	-	0.6498	64.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.8620	86.20%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3919	39.19%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.7694	76.94%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7615	76.15%
Acute Oral Toxicity (c)	III	0.6817	68.17%
Estrogen receptor binding	+	0.7397	73.97%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5125	51.25%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	+	0.7047	70.47%
Honey bee toxicity	-	0.9297	92.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.7767	77.67%

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	94.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.19%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.28%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.28%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%

Plants that contains it

• Ajuga genevensis
• Boronia pinnata
• Cleistanthus indochinensis
• Cleome spinosa
• Cyrtomium falcatum
• Elymus repens
• Glochidion sphaerogynum
• Melaleuca quinquenervia
• Pinguicula vulgaris
• Pongamiopsis pervilleana
• Semialarium mexicanum

Cross-Links

• PubChem: 10393178
• NPASS: NPC282720
• LOTUS: LTS0141642
• wikiData: Q105188840