(7S,9R,10R)-7,10-Bis[[(2S,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy]-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

Details

• Internal ID: 7dfccd13-fa9b-4d2c-a3f6-b369bcac4edc
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: (7S,9R,10R)-7,10-bis[[(2S,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy]-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione
• SMILES (Canonical): CCC1(CC(C2=C(C1OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)O)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C=CC=C7O)O)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CC(C(C(O1)C)O)O)O)N(C)C)O
• SMILES (Isomeric): CC[C@]1(C[C@@H](C2=C([C@H]1O[C@H]3C[C@@H]([C@@H]([C@@H](O3)C)O[C@H]4C[C@@H]([C@@H]([C@@H](O4)C)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C=CC=C7O)O)O[C@H]8C[C@@H]([C@@H]([C@@H](O8)C)O[C@H]9C[C@@H]([C@@H]([C@@H](O9)C)O[C@H]1C[C@@H]([C@@H]([C@@H](O1)C)O)O)O)N(C)C)O
• InChI: InChI=1S/C60H88N2O24/c1-12-60(74)22-37(81-38-16-30(61(8)9)55(25(4)77-38)82-42-20-35(66)57(27(6)79-42)84-40-18-33(64)49(68)23(2)75-40)45-48(54(73)46-47(53(45)72)52(71)44-29(51(46)70)14-13-15-32(44)63)59(60)86-39-17-31(62(10)11)56(26(5)78-39)83-43-21-36(67)58(28(7)80-43)85-41-19-34(65)50(69)24(3)76-41/h13-15,23-28,30-31,33-43,49-50,55-59,63-69,72-74H,12,16-22H2,1-11H3/t23-,24-,25-,26-,27-,28-,30-,31-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,49+,50+,55+,56+,57+,58+,59+,60+/m0/s1
• InChI Key: FOQOXAXHBSEOEQ-MCWJCHAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₈N₂O₂₄
• Molecular Weight: 1221.30 g/mol
• Exact Mass: 1220.57270168 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 26
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7454	74.54%
Caco-2	-	0.8614	86.14%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4133	41.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9058	90.58%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.8293	82.93%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	0.8297	82.97%
CYP2D6 substrate	-	0.8038	80.38%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.8920	89.20%
CYP2C19 inhibition	-	0.8927	89.27%
CYP2D6 inhibition	-	0.8497	84.97%
CYP1A2 inhibition	-	0.6360	63.60%
CYP2C8 inhibition	-	0.7440	74.40%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8000	80.00%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	+	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6977	69.77%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8177	81.77%
Acute Oral Toxicity (c)	III	0.4230	42.30%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.7980	79.80%
Aromatase binding	+	0.6590	65.90%
PPAR gamma	+	0.8475	84.75%
Honey bee toxicity	-	0.7053	70.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	99.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.00%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.97%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.88%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.79%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.06%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	89.63%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.45%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.13%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.85%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.06%	85.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.75%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.25%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	84.79%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.47%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.70%	83.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.44%	96.37%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.38%	96.67%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.69%	88.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10486527
• LOTUS: LTS0149501
• wikiData: Q104998895