Rubiginone D2

Details

• Internal ID: 97d917f2-9329-4099-9806-f1f6edc2e61d
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: (2S,3S,4R)-2,4-dihydroxy-8-methoxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C20H16O6/c1-8-16(21)10-6-7-11-14(15(10)20(25)17(8)22)19(24)9-4-3-5-12(26-2)13(9)18(11)23/h3-8,16-17,21-22H,1-2H3/t8-,16+,17-/m0/s1
• InChI Key: DWIWLEGGRHIXAH-KDLNQGCSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 274913-71-2
• (2S,3S,4R)-2,4-Dihydroxy-8-methoxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.5295	52.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4896	48.96%
P-glycoprotein inhibitior	-	0.7410	74.10%
P-glycoprotein substrate	-	0.6695	66.95%
CYP3A4 substrate	+	0.5610	56.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7908	79.08%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	+	0.5754	57.54%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.6948	69.48%
CYP1A2 inhibition	+	0.8581	85.81%
CYP2C8 inhibition	-	0.7540	75.40%
CYP inhibitory promiscuity	-	0.5358	53.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.6891	68.91%
Skin irritation	-	0.5739	57.39%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6909	69.09%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8294	82.94%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.7452	74.52%
Androgen receptor binding	+	0.6299	62.99%
Thyroid receptor binding	-	0.7476	74.76%
Glucocorticoid receptor binding	-	0.4771	47.71%
Aromatase binding	-	0.5582	55.82%
PPAR gamma	-	0.5599	55.99%
Honey bee toxicity	-	0.8263	82.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.05%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.54%	96.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.00%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.28%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.40%	82.69%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.37%	94.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10338059
• LOTUS: LTS0105508
• wikiData: Q72506842