1-[3-[(2S,3S,4aR,6R,7S,8S,8aR)-7,8-dihydroxy-2,6-bis(hydroxymethyl)-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-3-yl]-2,4,6-trihydroxyphenyl]ethanone

Details

• Internal ID: 34cb34f8-6d7a-474c-8f7c-a67dc8a34d72
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-[(2S,3S,4aR,6R,7S,8S,8aR)-7,8-dihydroxy-2,6-bis(hydroxymethyl)-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-3-yl]-2,4,6-trihydroxyphenyl]ethanone
• InChI: InChI=1S/C17H22O11/c1-5(20)10-6(21)2-7(22)11(13(10)24)15-9(4-19)26-16-14(25)12(23)8(3-18)27-17(16)28-15/h2,8-9,12,14-19,21-25H,3-4H2,1H3/t8-,9+,12-,14+,15-,16-,17+/m1/s1
• InChI Key: BOPNBEMHPYANDR-QSHXVNPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₁
• Molecular Weight: 402.30 g/mol
• Exact Mass: 402.11621151 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4752	47.52%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.5678	56.78%
OATP1B1 inhibitior	+	0.7140	71.40%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8633	86.33%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.7824	78.24%
CYP3A4 substrate	+	0.5108	51.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9386	93.86%
CYP2C19 inhibition	-	0.9421	94.21%
CYP2D6 inhibition	-	0.9675	96.75%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	-	0.8260	82.60%
CYP inhibitory promiscuity	-	0.8273	82.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6818	68.18%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.8154	81.54%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6075	60.75%
Micronuclear	+	0.5592	55.92%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8181	81.81%
Acute Oral Toxicity (c)	III	0.4788	47.88%
Estrogen receptor binding	+	0.7118	71.18%
Androgen receptor binding	+	0.6020	60.20%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.6113	61.13%
Aromatase binding	+	0.5206	52.06%
PPAR gamma	-	0.5213	52.13%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.3772	37.72%

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	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.68%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.71%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%

Plants that contains it

• Eriocapitella tomentosa

Cross-Links

• PubChem: 101794654
• LOTUS: LTS0091989
• wikiData: Q104939382