Altromycin I

Details

• Internal ID: 915e2d99-b016-4ae7-bf1b-f81029d06dc1
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-5,11-dihydroxynaphtho[2,3-h]chromene-4,7,12-trione
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2(C)N(C)C)C3=C(C4=C(C=C3)C(=O)C5=CC(=C6C(=O)C=C(OC6=C5C4=O)C7(C(O7)C)C)O)O)C)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2(C)N(C)C)C3=C(C4=C(C=C3)C(=O)C5=CC(=C6C(=O)C=C(OC6=C5C4=O)C7(C(O7)C)C)O)O)C)OC)O
• InChI: InChI=1S/C37H43NO12/c1-15-30(41)23(45-8)13-26(47-15)49-35-16(2)46-24(14-36(35,4)38(6)7)18-9-10-19-27(32(18)43)33(44)28-20(31(19)42)11-21(39)29-22(40)12-25(48-34(28)29)37(5)17(3)50-37/h9-12,15-17,23-24,26,30,35,39,41,43H,13-14H2,1-8H3
• InChI Key: WVVDREBPCDZKDW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₃NO₁₂
• Molecular Weight: 693.70 g/mol
• Exact Mass: 693.27852581 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 160219-88-5
• 10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-5,11-dihydroxynaphtho[2,3-h]chromene-4,7,12-trione
• DTXSID20936251
• 1,5-Anhydro-2,3,6-trideoxy-4-O-(2,6-dideoxy-3-O-methylhexopyranosyl)-3-(dimethylamino)-1-[2-(2,3-dimethyloxiran-2-yl)-5,11-dihydroxy-4,7,12-trioxo-7,12-dihydro-4H-anthra[1,2-b]pyran-10-yl]-3-methylhexitol
• 4H-Anthra(1,2-b)pyran-4,7,12-trione, 2-(2,3-dimethyloxiranyl)-5,11-dihydroxy-10-(2,3,6-trideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-D-ribo-hexopyranosyl)-3-(dimethylamino)-3-C-methyl-alpha-D-lyxo-hexopyranosyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8301	83.01%
Caco-2	-	0.8406	84.06%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3796	37.96%
OATP2B1 inhibitior	-	0.5610	56.10%
OATP1B1 inhibitior	+	0.8408	84.08%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8726	87.26%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.8382	83.82%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8123	81.23%
CYP3A4 inhibition	-	0.5330	53.30%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.8048	80.48%
CYP2D6 inhibition	-	0.8190	81.90%
CYP1A2 inhibition	-	0.5543	55.43%
CYP2C8 inhibition	+	0.6166	61.66%
CYP inhibitory promiscuity	-	0.8468	84.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5052	50.52%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7203	72.03%
Acute Oral Toxicity (c)	III	0.5014	50.14%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.7700	77.00%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	+	0.7285	72.85%
PPAR gamma	+	0.7847	78.47%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9407	94.07%

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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.79%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.36%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.93%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.92%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.95%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.91%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.67%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.54%	97.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.00%	85.11%
CHEMBL226	P30542	Adenosine A1 receptor	89.69%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.14%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.12%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.92%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	87.89%	91.19%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.11%	96.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.71%	96.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.72%	94.42%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.36%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.96%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.53%	91.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.43%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5488697
• LOTUS: LTS0243680
• wikiData: Q75066811