10-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-11-hydroxy-5-methyl-2-[(2S,3S)-2-methyl-3-[(2R,3S)-3-methyloxiran-2-yl]oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione

Details

• Internal ID: 7825705b-78b0-4244-bc04-0f39254804c8
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 10-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-11-hydroxy-5-methyl-2-[(2S,3S)-2-methyl-3-[(2R,3S)-3-methyloxiran-2-yl]oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione
• SMILES (Canonical): CC1C(O1)C2C(O2)(C)C3=CC(=O)C4=C(O3)C5=C(C=C4C)C(=O)C6=C(C5=O)C(=C(C=C6)C7CC(C(C(O7)C)O)(C)N(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](O1)[C@H]2[C@@](O2)(C)C3=CC(=O)C4=C(O3)C5=C(C=C4C)C(=O)C6=C(C5=O)C(=C(C=C6)[C@@H]7C[C@@]([C@H]([C@@H](O7)C)O)(C)N(C)C)O
• InChI: InChI=1S/C33H35NO9/c1-13-10-18-24(29-22(13)19(35)11-21(42-29)33(5)31(43-33)28-14(2)41-28)27(38)23-17(25(18)36)9-8-16(26(23)37)20-12-32(4,34(6)7)30(39)15(3)40-20/h8-11,14-15,20,28,30-31,37,39H,12H2,1-7H3/t14-,15-,20-,28+,30-,31-,32+,33+/m0/s1
• InChI Key: AQBUFJBHZGRZRV-OSCCGULGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₅NO₉
• Molecular Weight: 589.60 g/mol
• Exact Mass: 589.23118169 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:915900
• 10-((2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl)-11-hydroxy-5-methyl-2-((2R,3S)-2-methyl-3-((2R,3S)-3-methyloxiran-2-yl)oxiran-2-yl)naphtho(2,3-h)chromene-4,7,12-trione
• 119725-31-4
• D-Glucitol, 2,3:4,5-dianhydro-1,6-dideoxy-5-C-(7,12-dihydro-11-hydroxy-5-methyl-4,7,12-trioxo-10-(2,3,6-trideoxy-3-(dimethylamino)-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-4H-anthra(1,2-b)pyran-2-yl)-
• CHEBI:221897
• 10-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-11-hydroxy-5-methyl-2-[(2S,3S)-2-methyl-3-[(2R,3S)-3-methyloxiran-2-yl]oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9058	90.58%
Caco-2	-	0.7979	79.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4152	41.52%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8815	88.15%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.8180	81.80%
CYP3A4 substrate	+	0.7167	71.67%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.7284	72.84%
CYP3A4 inhibition	+	0.5387	53.87%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.7713	77.13%
CYP2D6 inhibition	-	0.8082	80.82%
CYP1A2 inhibition	-	0.5446	54.46%
CYP2C8 inhibition	+	0.5211	52.11%
CYP inhibitory promiscuity	-	0.8707	87.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5470	54.70%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7879	78.79%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5777	57.77%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6789	67.89%
Acute Oral Toxicity (c)	III	0.5401	54.01%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	+	0.5800	58.00%
Glucocorticoid receptor binding	+	0.8339	83.39%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.7514	75.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8899	88.99%

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	99.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.14%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.92%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.89%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.74%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.41%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.38%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.26%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.80%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.60%	96.38%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.63%	95.64%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.84%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.36%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.79%	96.67%
CHEMBL340	P08684	Cytochrome P450 3A4	81.13%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.97%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.85%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.75%	93.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.29%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588958
• LOTUS: LTS0261459
• wikiData: Q104916741