(3R,4R)-4,4',6,6',7-pentahydroxyspiro[1,4-dihydroisochromene-3,2'-1-benzofuran]-3'-one

Details

• Internal ID: a02183b8-1fba-409f-981d-8043695ce455
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4R)-4,4',6,6',7-pentahydroxyspiro[1,4-dihydroisochromene-3,2'-1-benzofuran]-3'-one
• SMILES (Canonical): C1C2=CC(=C(C=C2C(C3(O1)C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O
• SMILES (Isomeric): C1C2=CC(=C(C=C2[C@H]([C@]3(O1)C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O
• InChI: InChI=1S/C16H12O8/c17-7-2-11(20)13-12(3-7)24-16(15(13)22)14(21)8-4-10(19)9(18)1-6(8)5-23-16/h1-4,14,17-21H,5H2/t14-,16-/m1/s1
• InChI Key: AZXDUXHNBXWISJ-GDBMZVCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5977	59.77%
Caco-2	-	0.8020	80.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	+	0.5661	56.61%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9288	92.88%
P-glycoprotein substrate	-	0.8102	81.02%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.5643	56.43%
CYP2C9 inhibition	-	0.7402	74.02%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.8209	82.09%
CYP1A2 inhibition	-	0.5779	57.79%
CYP2C8 inhibition	-	0.6457	64.57%
CYP inhibitory promiscuity	-	0.7085	70.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.8124	81.24%
Skin irritation	-	0.6386	63.86%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8573	85.73%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5852	58.52%
Acute Oral Toxicity (c)	III	0.3350	33.50%
Estrogen receptor binding	+	0.6995	69.95%
Androgen receptor binding	+	0.5933	59.33%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.8279	82.79%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6422	64.22%
Honey bee toxicity	-	0.7053	70.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9342	93.42%

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	99.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.83%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.27%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.81%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.57%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.09%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.98%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.72%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.60%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

• Acacia crombiei

Cross-Links

• PubChem: 163089804
• LOTUS: LTS0025308
• wikiData: Q104921988