1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-8-hydroxy-3-methoxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 519ef698-be0a-4555-9de0-2bbe0760c7ce
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-8-hydroxy-3-methoxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=CC4=C3C(=O)C5=C(C4=O)C=C(C=C5O)C)OC)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=CC4=C3C(=O)C5=C(C4=O)C=C(C=C5O)C)OC)CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-9-4-12-17(14(30)5-9)22(34)18-13(20(12)32)6-11(38-3)7-15(18)40-28-26(24(36)21(33)16(8-29)41-28)42-27-25(37)23(35)19(31)10(2)39-27/h4-7,10,16,19,21,23-31,33,35-37H,8H2,1-3H3/t10-,16+,19-,21+,23+,24-,25+,26+,27-,28+/m0/s1
• InChI Key: NRPBXUJRUSZFHP-BNSVFJHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6797	67.97%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4694	46.94%
OATP2B1 inhibitior	-	0.7220	72.20%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7426	74.26%
P-glycoprotein inhibitior	-	0.6073	60.73%
P-glycoprotein substrate	-	0.7114	71.14%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.9282	92.82%
CYP2C9 inhibition	-	0.9391	93.91%
CYP2C19 inhibition	-	0.9461	94.61%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	-	0.5917	59.17%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5405	54.05%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9270	92.70%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6070	60.70%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	-	0.5785	57.85%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6087	60.87%
Aromatase binding	+	0.5340	53.40%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.7287	72.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7809	78.09%

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	98.76%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.35%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.56%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.50%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.03%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.38%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	93.00%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.67%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.95%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.43%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.39%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.21%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.89%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.35%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.36%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.42%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.28%	91.07%

Plants that contains it

• Rhamnus formosana

Cross-Links

• PubChem: 101428212
• LOTUS: LTS0045193
• wikiData: Q105184734