[(9S)-4,5,9-trihydroxy-10-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-2-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate

Details

• Internal ID: 137ea62b-2b7b-419c-ac03-90bf01e91240
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(9S)-4,5,9-trihydroxy-10-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-2-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)O)C(=O)OCC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(C4C(C(C(C(O4)CO)O)O)O)O)C=CC=C3O
• SMILES (Isomeric): C[C@H]([C@H](C)O)C(=O)OCC1=CC2=C(C(=C1)O)C(=O)C3=C([C@]2([C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C=CC=C3O
• InChI: InChI=1S/C26H30O12/c1-10(11(2)28)25(35)37-9-12-6-14-19(16(30)7-12)21(32)18-13(4-3-5-15(18)29)26(14,36)24-23(34)22(33)20(31)17(8-27)38-24/h3-7,10-11,17,20,22-24,27-31,33-34,36H,8-9H2,1-2H3/t10-,11+,17-,20-,22+,23-,24-,26+/m1/s1
• InChI Key: LHIPKJMQYMTREZ-AIBZYFRHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₂
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.17372639 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5454	54.54%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6592	65.92%
OATP2B1 inhibitior	-	0.8456	84.56%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6274	62.74%
P-glycoprotein inhibitior	-	0.5570	55.70%
P-glycoprotein substrate	-	0.5730	57.30%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	+	0.5958	59.58%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.9679	96.79%
CYP1A2 inhibition	-	0.7639	76.39%
CYP2C8 inhibition	+	0.4586	45.86%
CYP inhibitory promiscuity	-	0.7846	78.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4496	44.96%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5194	51.94%
skin sensitisation	-	0.9138	91.38%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	+	0.7460	74.60%
Androgen receptor binding	+	0.6129	61.29%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6881	68.81%
Aromatase binding	+	0.5581	55.81%
PPAR gamma	+	0.5791	57.91%
Honey bee toxicity	-	0.8078	80.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.9057	90.57%

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	98.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.30%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.82%	91.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.77%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.08%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	87.85%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.40%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.46%	95.93%
CHEMBL4208	P20618	Proteasome component C5	86.44%	90.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.12%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.52%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.17%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.18%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.31%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.50%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.90%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.82%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.24%	86.92%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.07%	90.08%

Plants that contains it

• Aloe claviflora
• Aloe littoralis

Cross-Links

• PubChem: 101995840
• LOTUS: LTS0209517
• wikiData: Q104398851