(10S)-1-hydroxy-10-[(9S)-4-hydroxy-2-(hydroxymethyl)-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-3-(hydroxymethyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10H-anthracen-9-one

Details

• Internal ID: b87d2605-b73c-4ff0-b790-cb3ea8c9297e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (10S)-1-hydroxy-10-[(9S)-4-hydroxy-2-(hydroxymethyl)-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-3-(hydroxymethyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10H-anthracen-9-one
• SMILES (Canonical): C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)OC7C(C(C(C(O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)CO)C=C(C=C4O)CO
• SMILES (Isomeric): C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C([C@H]2[C@H]5C6=C(C(=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)CO)C=C(C=C4O)CO
• InChI: InChI=1S/C42H42O18/c43-11-15-7-19-27(17-3-1-5-23(31(17)35(51)29(19)21(47)9-15)57-41-39(55)37(53)33(49)25(13-45)59-41)28-18-4-2-6-24(58-42-40(56)38(54)34(50)26(14-46)60-42)32(18)36(52)30-20(28)8-16(12-44)10-22(30)48/h1-10,25-28,33-34,37-50,53-56H,11-14H2/t25-,26-,27+,28+,33-,34-,37+,38+,39-,40-,41-,42-/m1/s1
• InChI Key: SRMDEPOHSPJLPJ-HITTWEAOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₂O₁₈
• Molecular Weight: 834.80 g/mol
• Exact Mass: 834.23711449 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6788	67.88%
Caco-2	-	0.8986	89.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5329	53.29%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.7904	79.04%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9085	90.85%
P-glycoprotein inhibitior	+	0.6722	67.22%
P-glycoprotein substrate	-	0.8460	84.60%
CYP3A4 substrate	+	0.6215	62.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9171	91.71%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.5825	58.25%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8106	81.06%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9177	91.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5152	51.52%
Acute Oral Toxicity (c)	IV	0.5235	52.35%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	-	0.6983	69.83%
Thyroid receptor binding	-	0.5340	53.40%
Glucocorticoid receptor binding	-	0.8130	81.30%
Aromatase binding	-	0.4841	48.41%
PPAR gamma	+	0.7098	70.98%
Honey bee toxicity	-	0.7537	75.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8498	84.98%

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	98.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.71%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	91.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.01%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.56%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.05%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.96%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.78%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.59%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.49%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.83%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	83.30%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.96%	99.17%

Plants that contains it

• Senna alexandrina

Cross-Links

• PubChem: 101656036
• LOTUS: LTS0104187
• wikiData: Q105259292