4-Methoxy-6,6,9-trimethylbenzo[c]chromene-2,3-diol

Details

• Internal ID: 7239820c-ced5-4ca0-9cb7-810e01a43581
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Dibenzopyrans
• IUPAC Name: 4-methoxy-6,6,9-trimethylbenzo[c]chromene-2,3-diol
• SMILES (Canonical): CC1=CC2=C(C=C1)C(OC3=C(C(=C(C=C23)O)O)OC)(C)C
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(OC3=C(C(=C(C=C23)O)O)OC)(C)C
• InChI: InChI=1S/C17H18O4/c1-9-5-6-12-10(7-9)11-8-13(18)14(19)16(20-4)15(11)21-17(12,2)3/h5-8,18-19H,1-4H3
• InChI Key: OENHKPIJNUYYOD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9304	93.04%
Caco-2	+	0.6480	64.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9860	98.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4551	45.51%
P-glycoprotein inhibitior	-	0.8934	89.34%
P-glycoprotein substrate	-	0.8623	86.23%
CYP3A4 substrate	+	0.5551	55.51%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.4010	40.10%
CYP3A4 inhibition	-	0.8244	82.44%
CYP2C9 inhibition	-	0.9201	92.01%
CYP2C19 inhibition	-	0.5964	59.64%
CYP2D6 inhibition	-	0.8074	80.74%
CYP1A2 inhibition	+	0.7618	76.18%
CYP2C8 inhibition	+	0.5818	58.18%
CYP inhibitory promiscuity	-	0.6484	64.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.8852	88.52%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6646	66.46%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5420	54.20%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7195	71.95%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.6368	63.68%
Thyroid receptor binding	+	0.7926	79.26%
Glucocorticoid receptor binding	+	0.8733	87.33%
Aromatase binding	+	0.7577	75.77%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	99.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.20%	94.00%
CHEMBL4208	P20618	Proteasome component C5	89.69%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.69%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.48%	90.24%
CHEMBL4581	P52732	Kinesin-like protein 1	86.97%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.29%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	85.18%	91.49%

Plants that contains it

• Wigandia urens

Cross-Links

• PubChem: 10062529
• LOTUS: LTS0029092
• wikiData: Q105190385