Ditrisarubicin C

Details

• Internal ID: 362770b6-cf99-4b95-aed9-7587cbb4a22b
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: (7S,9R,10R)-7-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[[(1R,3R,5S,8S,10S,12S,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2S,4S,5S,6S)-4-(dimethylamino)-6-methyl-5-[(2S,6S)-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxyoxan-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)OC4CCC(C(O4)C)OC5C=CC(=O)C(O5)C)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C=CC=C7O)O)OC8CC(C(C(O8)C)OC9CC1C(C(O9)C)OC2C(O1)CC(=O)C(O2)C)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]4CCC([C@@H](O4)C)O[C@H]5C=CC(=O)[C@@H](O5)C)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]1[C@@H]([C@@H](O9)C)O[C@H]2[C@@H](O1)CC(=O)[C@@H](O2)C)N(C)C)O
• InChI: InChI=1S/C60H80N2O21/c1-12-60(70)24-40(79-43-20-32(61(8)9)56(29(6)73-43)81-45-23-38-57(30(7)75-45)83-59-39(77-38)22-36(65)26(3)76-59)47-50(54(69)48-49(53(47)68)52(67)46-31(51(48)66)14-13-15-35(46)64)58(60)82-44-21-33(62(10)11)55(28(5)74-44)80-42-19-17-37(27(4)72-42)78-41-18-16-34(63)25(2)71-41/h13-16,18,25-30,32-33,37-45,55-59,64,68-70H,12,17,19-24H2,1-11H3/t25-,26-,27-,28-,29-,30-,32-,33-,37?,38-,39-,40-,41-,42-,43-,44-,45-,55+,56+,57+,58+,59-,60+/m0/s1
• InChI Key: SGOOJJACKKMDRV-NCSOINJOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₀N₂O₂₁
• Molecular Weight: 1165.30 g/mol
• Exact Mass: 1164.52535756 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 23
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

• 87385-18-0
• Cytorhodin A, 2F,3F-didehydro-4C,4F-dideoxy-2C,3B-epoxy-4C,4F-dioxo-, (2CS,3BS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7654	76.54%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6153	61.53%
OATP2B1 inhibitior	-	0.8666	86.66%
OATP1B1 inhibitior	+	0.8222	82.22%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.8452	84.52%
CYP3A4 substrate	+	0.7509	75.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.8279	82.79%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.8116	81.16%
CYP1A2 inhibition	-	0.7315	73.15%
CYP2C8 inhibition	+	0.7301	73.01%
CYP inhibitory promiscuity	-	0.8280	82.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5457	54.57%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7887	78.87%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.8936	89.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6919	69.19%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6159	61.59%
Acute Oral Toxicity (c)	II	0.5662	56.62%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.7863	78.63%
Thyroid receptor binding	+	0.6106	61.06%
Glucocorticoid receptor binding	+	0.8139	81.39%
Aromatase binding	+	0.6579	65.79%
PPAR gamma	+	0.8437	84.37%
Honey bee toxicity	-	0.6429	64.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9414	94.14%

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	99.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.15%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.59%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.99%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.56%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.32%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.12%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.25%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.78%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	90.11%	97.79%
CHEMBL4208	P20618	Proteasome component C5	89.29%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.98%	96.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.70%	96.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.62%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.12%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.92%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	86.68%	97.05%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	86.04%	96.37%
CHEMBL340	P08684	Cytochrome P450 3A4	85.91%	91.19%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.59%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.46%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.46%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.35%	95.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.21%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.95%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.97%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.34%	95.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 160288
• LOTUS: LTS0019533
• wikiData: Q105252480