1-Hydroxy-2-methoxy-7-methyl-4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione

Details

• Internal ID: f092956c-0fe5-4c67-bc55-f931d04ae402
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-2-methoxy-7-methyl-4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C(=C(C=C3OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC)O
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C(=C(C=C3OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC)O
• InChI: InChI=1S/C28H32O15/c1-9-3-4-10-11(5-9)19(31)17-16(18(10)30)12(6-13(39-2)20(17)32)41-28-26(38)24(36)22(34)15(43-28)8-40-27-25(37)23(35)21(33)14(7-29)42-27/h3-6,14-15,21-29,32-38H,7-8H2,1-2H3
• InChI Key: DNXGNXLLMIDINP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7316	73.16%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4633	46.33%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6177	61.77%
P-glycoprotein inhibitior	-	0.5817	58.17%
P-glycoprotein substrate	-	0.6808	68.08%
CYP3A4 substrate	+	0.6098	60.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9109	91.09%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.4440	44.40%
CYP inhibitory promiscuity	-	0.8842	88.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.8593	85.93%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3607	36.07%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	+	0.8343	83.43%
Androgen receptor binding	-	0.5938	59.38%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	-	0.4772	47.72%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.7121	71.21%
Honey bee toxicity	-	0.8050	80.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7401	74.01%

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	99.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.03%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.94%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.80%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	90.65%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.09%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.90%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.23%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.22%	96.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.22%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.13%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.29%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.15%	96.95%
CHEMBL1907	P15144	Aminopeptidase N	80.36%	93.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163075318
• LOTUS: LTS0244070
• wikiData: Q103818566