10-[(2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-11-hydroxy-5-methyl-2-[2-methyl-3-[(E)-prop-1-enyl]oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione

Details

• Internal ID: bec0ab27-a0df-408c-b2b2-8f08f3272f83
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 10-[(2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-11-hydroxy-5-methyl-2-[2-methyl-3-[(E)-prop-1-enyl]oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione
• SMILES (Canonical): CC=CC1C(O1)(C)C2=CC(=O)C3=C(O2)C4=C(C=C3C)C(=O)C5=C(C4=O)C(=C(C=C5C6CC(C(C(O6)C)O)N(C)C)C7CC(C(C(O7)C)O)(C)N(C)C)O
• SMILES (Isomeric): C/C=C/C1C(O1)(C)C2=CC(=O)C3=C(O2)C4=C(C=C3C)C(=O)C5=C(C4=O)C(=C(C=C5[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O)N(C)C)[C@H]7C[C@]([C@@H]([C@@H](O7)C)O)(C)N(C)C)O
• InChI: InChI=1S/C41H50N2O10/c1-11-12-28-41(6,53-28)29-16-25(44)30-18(2)13-23-32(38(30)52-29)37(48)33-31(36(23)47)21(26-15-24(42(7)8)34(45)19(3)50-26)14-22(35(33)46)27-17-40(5,43(9)10)39(49)20(4)51-27/h11-14,16,19-20,24,26-28,34,39,45-46,49H,15,17H2,1-10H3/b12-11+/t19-,20+,24+,26-,27-,28?,34-,39-,40+,41?/m1/s1
• InChI Key: MWOCAJJNPFWEJP-XAMLZNIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₀N₂O₁₀
• Molecular Weight: 730.80 g/mol
• Exact Mass: 730.34654580 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9280	92.80%
Caco-2	-	0.8354	83.54%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4601	46.01%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.7815	78.15%
P-glycoprotein substrate	+	0.8803	88.03%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.7659	76.59%
CYP3A4 inhibition	-	0.5616	56.16%
CYP2C9 inhibition	-	0.7888	78.88%
CYP2C19 inhibition	-	0.7592	75.92%
CYP2D6 inhibition	-	0.8082	80.82%
CYP1A2 inhibition	-	0.6319	63.19%
CYP2C8 inhibition	+	0.6755	67.55%
CYP inhibitory promiscuity	-	0.8306	83.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5061	50.61%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5763	57.63%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5461	54.61%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8568	85.68%
Acute Oral Toxicity (c)	III	0.5506	55.06%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	+	0.6630	66.30%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.6659	66.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	99.50%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.40%	95.64%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.75%	89.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.10%	96.21%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.75%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.71%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.56%	85.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.06%	97.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.15%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.05%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.88%	96.77%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.69%	91.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.96%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.80%	93.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.61%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.26%	97.33%
CHEMBL4530	P00488	Coagulation factor XIII	81.16%	96.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.12%	80.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.44%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.32%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.26%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101654202
• LOTUS: LTS0095952
• wikiData: Q105173682