2,2-Dimethyl-3,4-dihydrochromene-4,6-diol

Details

• Internal ID: 94106833-5b3e-46b8-a608-eddb7108ea78
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2,2-dimethyl-3,4-dihydrochromene-4,6-diol
• SMILES (Canonical): CC1(CC(C2=C(O1)C=CC(=C2)O)O)C
• SMILES (Isomeric): CC1(CC(C2=C(O1)C=CC(=C2)O)O)C
• InChI: InChI=1S/C11H14O3/c1-11(2)6-9(13)8-5-7(12)3-4-10(8)14-11/h3-5,9,12-13H,6H2,1-2H3
• InChI Key: QAIKLSOPCIZDKK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 2,2-dimethyl-3,4-dihydrochromene-4,6-diol
• SCHEMBL7608955

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5243	52.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6406	64.06%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9833	98.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9269	92.69%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5062	50.62%
CYP2C9 substrate	-	0.7484	74.84%
CYP2D6 substrate	+	0.5124	51.24%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.6432	64.32%
CYP2C19 inhibition	-	0.5050	50.50%
CYP2D6 inhibition	-	0.7821	78.21%
CYP1A2 inhibition	+	0.6816	68.16%
CYP2C8 inhibition	-	0.5992	59.92%
CYP inhibitory promiscuity	-	0.7864	78.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.5805	58.05%
Skin irritation	-	0.6964	69.64%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6864	68.64%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.6080	60.80%
skin sensitisation	-	0.6108	61.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.7302	73.02%
Estrogen receptor binding	-	0.7126	71.26%
Androgen receptor binding	-	0.5989	59.89%
Thyroid receptor binding	-	0.6042	60.42%
Glucocorticoid receptor binding	-	0.8645	86.45%
Aromatase binding	-	0.7340	73.40%
PPAR gamma	-	0.6434	64.34%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6614	66.14%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.21%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.73%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.92%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.73%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.06%	90.00%

Plants that contains it

• Gynura elliptica
• Pseudoconyza viscosa

Cross-Links

• PubChem: 5317868
• LOTUS: LTS0172867
• wikiData: Q105135006