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

Details

• Internal ID: 5bdabe31-7ede-47b2-ac93-7507ab353923
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-6-hydroxy-1-methoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5)O)OC)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5)O)OC)C)CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-9-15(7-14-17(25(9)38-3)20(33)12-5-4-11(30)6-13(12)19(14)32)40-28-26(23(36)21(34)16(8-29)41-28)42-27-24(37)22(35)18(31)10(2)39-27/h4-7,10,16,18,21-24,26-31,34-37H,8H2,1-3H3
• InChI Key: WOIDWXXEQKMJFK-UHFFFAOYSA-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: -0.40
• 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	-	0.8937	89.37%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.4694	46.94%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7245	72.45%
P-glycoprotein inhibitior	-	0.6092	60.92%
P-glycoprotein substrate	-	0.5224	52.24%
CYP3A4 substrate	+	0.6509	65.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
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	+	0.5260	52.60%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4149	41.49%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9270	92.70%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8900	89.00%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	+	0.8235	82.35%
Androgen receptor binding	-	0.5672	56.72%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.5898	58.98%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	98.34%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.36%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.11%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.16%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.36%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.79%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.40%	95.93%
CHEMBL4208	P20618	Proteasome component C5	84.25%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.28%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.78%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.28%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.78%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.25%	99.23%

Plants that contains it

• Rubia schumanniana

Cross-Links

• PubChem: 162986524
• LOTUS: LTS0118569
• wikiData: Q105309513