[(2R,3S,4S,5R)-5-acetyloxy-3-hydroxy-2-[(9R)-4,5,9-trihydroxy-2-methoxy-7-methyl-10-oxoanthracen-9-yl]oxan-4-yl] 3-methylbut-2-enoate

Details

• Internal ID: 649a2e03-c156-4b92-a25f-04b9c4014162
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(2R,3S,4S,5R)-5-acetyloxy-3-hydroxy-2-[(9R)-4,5,9-trihydroxy-2-methoxy-7-methyl-10-oxoanthracen-9-yl]oxan-4-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(C4C(C(C(CO4)OC(=O)C)OC(=O)C=C(C)C)O)O)C=C(C=C3O)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@]2([C@H]4[C@H]([C@@H]([C@@H](CO4)OC(=O)C)OC(=O)C=C(C)C)O)O)C=C(C=C3O)OC
• InChI: InChI=1S/C28H30O11/c1-12(2)6-21(32)39-26-20(38-14(4)29)11-37-27(25(26)34)28(35)16-7-13(3)8-18(30)22(16)24(33)23-17(28)9-15(36-5)10-19(23)31/h6-10,20,25-27,30-31,34-35H,11H2,1-5H3/t20-,25+,26-,27-,28-/m1/s1
• InChI Key: OLGFJNYTTKMULR-JALBJSGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₁
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.17881177 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9002	90.02%
Caco-2	-	0.7497	74.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7160	71.60%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8872	88.72%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	-	0.5407	54.07%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.6337	63.37%
CYP2C9 inhibition	+	0.7027	70.27%
CYP2C19 inhibition	+	0.6544	65.44%
CYP2D6 inhibition	-	0.7816	78.16%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5521	55.21%
CYP inhibitory promiscuity	+	0.6183	61.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5804	58.04%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8865	88.65%
Skin irritation	-	0.7979	79.79%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4189	41.89%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.4149	41.49%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.6509	65.09%
Thyroid receptor binding	-	0.5228	52.28%
Glucocorticoid receptor binding	+	0.8054	80.54%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9771	97.71%

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	99.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.75%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.61%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.16%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.07%	91.19%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.75%	93.40%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.17%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.02%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.74%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.32%	90.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	86.89%	80.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.84%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.18%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.12%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.51%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.92%	99.15%
CHEMBL204	P00734	Thrombin	82.81%	96.01%
CHEMBL4581	P52732	Kinesin-like protein 1	82.70%	93.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.30%	97.09%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.25%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.14%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.22%	96.95%

Plants that contains it

• Alvaradoa jamaicensis

Cross-Links

• PubChem: 10674050
• LOTUS: LTS0066154
• wikiData: Q105193960