(6aS,12aS)-2,3,10-trihydroxy-6a,12a-dihydro-5H-isochromeno[4,3-b]chromen-7-one

Details

• Internal ID: 23b41706-1310-4ac3-a826-d25f78273150
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (6aS,12aS)-2,3,10-trihydroxy-6a,12a-dihydro-5H-isochromeno[4,3-b]chromen-7-one
• SMILES (Canonical): C1C2=CC(=C(C=C2C3C(O1)C(=O)C4=C(O3)C=C(C=C4)O)O)O
• SMILES (Isomeric): C1C2=CC(=C(C=C2[C@H]3[C@H](O1)C(=O)C4=C(O3)C=C(C=C4)O)O)O
• InChI: InChI=1S/C16H12O6/c17-8-1-2-9-13(4-8)22-15-10-5-12(19)11(18)3-7(10)6-21-16(15)14(9)20/h1-5,15-19H,6H2/t15-,16+/m0/s1
• InChI Key: ZKTRTVSORJMRTK-JKSUJKDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8516	85.16%
Caco-2	-	0.6992	69.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9866	98.66%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8368	83.68%
P-glycoprotein inhibitior	-	0.8790	87.90%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7733	77.33%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	+	0.5090	50.90%
CYP2C19 inhibition	-	0.6780	67.80%
CYP2D6 inhibition	-	0.7838	78.38%
CYP1A2 inhibition	+	0.8723	87.23%
CYP2C8 inhibition	-	0.7177	71.77%
CYP inhibitory promiscuity	-	0.7504	75.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6447	64.47%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.9064	90.64%
Skin irritation	-	0.5653	56.53%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7734	77.34%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8020	80.20%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6825	68.25%
Acute Oral Toxicity (c)	II	0.3657	36.57%
Estrogen receptor binding	+	0.7698	76.98%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.6111	61.11%
PPAR gamma	+	0.6926	69.26%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8777	87.77%

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	98.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.00%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.37%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.68%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.24%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.27%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.58%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.52%	99.17%

Plants that contains it

• Acacia crombiei

Cross-Links

• PubChem: 163195626
• LOTUS: LTS0212994
• wikiData: Q105378747