5,5-dimethyl-7,12a-dihydro-6aH-isochromeno[4,3-b]chromene-2,3,8,10-tetrol

Details

• Internal ID: 5e7fd327-e77e-40ae-b5d4-b8c5f1e92346
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: 5,5-dimethyl-7,12a-dihydro-6aH-isochromeno[4,3-b]chromene-2,3,8,10-tetrol
• SMILES (Canonical): CC1(C2=CC(=C(C=C2C3C(O1)CC4=C(C=C(C=C4O3)O)O)O)O)C
• SMILES (Isomeric): CC1(C2=CC(=C(C=C2C3C(O1)CC4=C(C=C(C=C4O3)O)O)O)O)C
• InChI: InChI=1S/C18H18O6/c1-18(2)11-7-14(22)13(21)5-9(11)17-16(24-18)6-10-12(20)3-8(19)4-15(10)23-17/h3-5,7,16-17,19-22H,6H2,1-2H3
• InChI Key: QEJAXMORBPLKCL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8640	86.40%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6357	63.57%
OATP2B1 inhibitior	-	0.5795	57.95%
OATP1B1 inhibitior	+	0.8472	84.72%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6575	65.75%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.7957	79.57%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4079	40.79%
CYP3A4 inhibition	-	0.8450	84.50%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8075	80.75%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.5336	53.36%
CYP2C8 inhibition	+	0.4757	47.57%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.5617	56.17%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.8734	87.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3994	39.94%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7440	74.40%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6002	60.02%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.7545	75.45%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.7880	78.80%
Glucocorticoid receptor binding	+	0.8468	84.68%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8302	83.02%

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	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.16%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.08%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	82.72%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.09%	100.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.96%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.36%	93.56%

Plants that contains it

• Entandrophragma cylindricum

Cross-Links

• PubChem: 72746582
• LOTUS: LTS0058183
• wikiData: Q105219232