Sulfurmycin D

Details

• Internal ID: 981bc17b-0720-46a7-9b36-cbe7b82ec623
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: methyl (1R,2S,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CC(C(C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)C(=O)OC)(CC(=O)C)O)N(C)C)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@]([C@@H](C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)C(=O)OC)(CC(=O)C)O)N(C)C)O
• InChI: InChI=1S/C31H35NO11/c1-13(33)11-31(40)12-20(43-21-10-18(32(3)4)26(35)14(2)42-21)23-16(25(31)30(39)41-5)9-17-24(29(23)38)28(37)22-15(27(17)36)7-6-8-19(22)34/h6-9,14,18,20-21,25-26,34-35,38,40H,10-12H2,1-5H3/t14-,18-,20-,21-,25-,26+,31+/m0/s1
• InChI Key: YPHXBUMJGHZUMJ-UCPUWLPESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₅NO₁₁
• Molecular Weight: 597.60 g/mol
• Exact Mass: 597.22101093 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 83753-74-6
• methyl (1R,2S,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate
• 1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-4-((2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-, methyl ester, (1R-(1alpha,2beta,4beta))-
• 1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-6,11-dioxo-2-(2-oxopropyl)-4-((2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-2,5,7-trihydroxy-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-
• DTXSID60232603
• YPHXBUMJGHZUMJ-UCPUWLPESA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8468	84.68%
Caco-2	-	0.8389	83.89%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.3267	32.67%
OATP2B1 inhibitior	-	0.5854	58.54%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8313	83.13%
P-glycoprotein inhibitior	+	0.7366	73.66%
P-glycoprotein substrate	+	0.8681	86.81%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8239	82.39%
CYP3A4 inhibition	-	0.8268	82.68%
CYP2C9 inhibition	-	0.8629	86.29%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.8056	80.56%
CYP1A2 inhibition	+	0.5724	57.24%
CYP2C8 inhibition	-	0.6035	60.35%
CYP inhibitory promiscuity	-	0.8876	88.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.8044	80.44%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	+	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5627	56.27%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7890	78.90%
Acute Oral Toxicity (c)	III	0.4553	45.53%
Estrogen receptor binding	+	0.8499	84.99%
Androgen receptor binding	+	0.7969	79.69%
Thyroid receptor binding	+	0.5765	57.65%
Glucocorticoid receptor binding	+	0.8527	85.27%
Aromatase binding	+	0.7340	73.40%
PPAR gamma	+	0.7880	78.80%
Honey bee toxicity	-	0.7171	71.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9484	94.84%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.49%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.18%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.99%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.56%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.47%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.42%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	91.24%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	88.77%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.54%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.98%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.42%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.40%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.54%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.48%	96.00%
CHEMBL2535	P11166	Glucose transporter	84.23%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.50%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.03%	96.21%
CHEMBL4208	P20618	Proteasome component C5	82.88%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	82.12%	98.59%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.40%	96.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.90%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 174335
• LOTUS: LTS0250276
• wikiData: Q83113641