(2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-3-[(1S,2R)-2-hydroxy-1-methoxy-3-oxobutyl]-7-methyl-3,4-dihydro-2H-anthracen-1-one

Details

• Internal ID: 40c844ef-47a2-4c99-a3e6-a1020d115198
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-3-[(1S,2R)-2-hydroxy-1-methoxy-3-oxobutyl]-7-methyl-3,4-dihydro-2H-anthracen-1-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CC(OC(C2O)C)OC3C(CC4=C(C3=O)C(=C5C(=C4)C=C(C(=C5O)C)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)O)O)O)C(C(C(=O)C)O)OC)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)O[C@H]3[C@@H](CC4=C(C3=O)C(=C5C(=C4)C=C(C(=C5O)C)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)O)O)[C@@H]([C@H](C(=O)C)O)OC)O)O
• InChI: InChI=1S/C44H62O20/c1-15-26(61-31-13-27(39(52)19(5)59-31)62-29-11-24(46)37(50)17(3)57-29)10-22-8-21-9-23(43(56-7)36(49)16(2)45)44(42(55)34(21)41(54)33(22)35(15)48)64-32-14-28(40(53)20(6)60-32)63-30-12-25(47)38(51)18(4)58-30/h8,10,17-20,23-25,27-32,36-40,43-44,46-54H,9,11-14H2,1-7H3/t17-,18-,19-,20-,23+,24-,25-,27-,28-,29+,30+,31+,32+,36+,37-,38+,39-,40-,43+,44+/m1/s1
• InChI Key: SDSZLTCTXSEOPY-WSDSRJJPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₂O₂₀
• Molecular Weight: 910.90 g/mol
• Exact Mass: 910.38344436 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4674	46.74%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4553	45.53%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9393	93.93%
P-glycoprotein inhibitior	+	0.7200	72.00%
P-glycoprotein substrate	+	0.7625	76.25%
CYP3A4 substrate	+	0.6956	69.56%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.9277	92.77%
CYP2C9 inhibition	-	0.9687	96.87%
CYP2C19 inhibition	-	0.9612	96.12%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.7496	74.96%
CYP2C8 inhibition	+	0.6029	60.29%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.7846	78.46%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7003	70.03%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6300	63.00%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7613	76.13%
Acute Oral Toxicity (c)	III	0.4121	41.21%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.7842	78.42%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9045	90.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.00%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.00%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.35%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.79%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.55%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.06%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.71%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.80%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.93%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.45%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.26%	91.19%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.07%	83.10%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.62%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.58%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.05%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.83%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.47%	91.03%
CHEMBL3401	O75469	Pregnane X receptor	82.13%	94.73%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.08%	96.39%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.98%	90.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.50%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.38%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.52%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.00%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21629590
• LOTUS: LTS0024022
• wikiData: Q105250820