Rubiginone H

Details

• Internal ID: 25ca46c5-927d-4359-8e53-92635b44b1c2
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: [(1R,2R,3S)-3,5-dihydroxy-6-(7-methoxy-3-oxo-1H-2-benzofuran-1-yl)-2-methyl-4-oxo-2,3-dihydro-1H-naphthalen-1-yl] acetate
• InChI: InChI=1S/C22H20O8/c1-9-17(24)19(26)16-11(20(9)29-10(2)23)7-8-13(18(16)25)21-15-12(22(27)30-21)5-4-6-14(15)28-3/h4-9,17,20-21,24-25H,1-3H3/t9-,17+,20-,21?/m1/s1
• InChI Key: KDPCFCCEKYXANB-HKNMVRRESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₈
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.11581759 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.6400	64.00%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7895	78.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	-	0.3451	34.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7590	75.90%
P-glycoprotein inhibitior	-	0.4907	49.07%
P-glycoprotein substrate	-	0.5279	52.79%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	+	0.8118	81.18%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	+	0.5813	58.13%
CYP2C19 inhibition	-	0.7926	79.26%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.5082	50.82%
CYP2C8 inhibition	+	0.5702	57.02%
CYP inhibitory promiscuity	+	0.5528	55.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.3763	37.63%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6673	66.73%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9311	93.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5806	58.06%
Acute Oral Toxicity (c)	II	0.5075	50.75%
Estrogen receptor binding	+	0.7832	78.32%
Androgen receptor binding	+	0.6625	66.25%
Thyroid receptor binding	+	0.5210	52.10%
Glucocorticoid receptor binding	+	0.8279	82.79%
Aromatase binding	-	0.7367	73.67%
PPAR gamma	+	0.5865	58.65%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.30%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.27%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.18%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.80%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.54%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	83.38%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.51%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.17%	91.19%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.55%	94.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10319460
• LOTUS: LTS0041897
• wikiData: Q75064380