Anthra[2,3-b]furo[3,2-d]furan-5,10-dione, 2,3,3a,12a-tetrahydro-2,3a,4,6,9-pentahydroxy-, stereoisomer

Details

• Internal ID: 5a690c94-ebab-4beb-98bb-9ce561b1dde9
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2,4,6,15,18-pentahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14,16,18-hexaene-13,20-dione
• SMILES (Canonical): C1C(OC2C1(C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C=CC(=C5C4=O)O)O)O)O
• SMILES (Isomeric): C1C(OC2C1(C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C=CC(=C5C4=O)O)O)O)O
• InChI: InChI=1S/C18H12O9/c19-6-1-2-7(20)12-11(6)14(22)5-3-8-13(16(24)10(5)15(12)23)18(25)4-9(21)27-17(18)26-8/h1-3,9,17,19-21,24-25H,4H2
• InChI Key: FBPGRTYADYGYRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₉
• Molecular Weight: 372.30 g/mol
• Exact Mass: 372.04813196 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• Anthra[2,3-b]furo[3,2-d]furan-5,10-dione, 2,3,3a,12a-tetrahydro-2,3a,4,6,9-pentahydroxy-, [2R-(2.alpha.,3a.beta.,12a.beta.)]-
• Anthra[2,3-b]furo[3,2-d]furan-5,10-dione, 2,3,3a,12a-tetrahydro-2,3a,4,6,9-pentahydroxy-, stereoisomer

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9170	91.70%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6251	62.51%
OATP2B1 inhibitior	+	0.5685	56.85%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8233	82.33%
P-glycoprotein inhibitior	-	0.8561	85.61%
P-glycoprotein substrate	-	0.8109	81.09%
CYP3A4 substrate	+	0.5933	59.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.7550	75.50%
CYP2C9 inhibition	-	0.7254	72.54%
CYP2C19 inhibition	-	0.9096	90.96%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	-	0.9061	90.61%
CYP2C8 inhibition	-	0.8572	85.72%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3994	39.94%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.5175	51.75%
Skin irritation	-	0.6349	63.49%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8786	87.86%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6027	60.27%
Acute Oral Toxicity (c)	III	0.4748	47.48%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	-	0.5894	58.94%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.8296	82.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8783	87.83%

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	99.19%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.74%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.75%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.32%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.49%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.88%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.00%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.69%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	84.15%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.10%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.87%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.52%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.81%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.57%	83.10%
CHEMBL4208	P20618	Proteasome component C5	80.50%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.27%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.03%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 627100
• LOTUS: LTS0048788
• wikiData: Q104992814