(3R)-2,2-Dimethyl-6-methoxychroman-3alpha,4beta-diol

Details

• Internal ID: c6501b51-aa2d-45dd-9100-96edb079f4fc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (3R,4S)-6-methoxy-2,2-dimethyl-3,4-dihydrochromene-3,4-diol
• SMILES (Canonical): CC1(C(C(C2=C(O1)C=CC(=C2)OC)O)O)C
• SMILES (Isomeric): CC1([C@@H]([C@H](C2=C(O1)C=CC(=C2)OC)O)O)C
• InChI: InChI=1S/C12H16O4/c1-12(2)11(14)10(13)8-6-7(15-3)4-5-9(8)16-12/h4-6,10-11,13-14H,1-3H3/t10-,11+/m0/s1
• InChI Key: WYTBEDBPRKCHGY-WDEREUQCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.26
• 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	+	0.9367	93.67%
Caco-2	+	0.6237	62.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8502	85.02%
P-glycoprotein inhibitior	-	0.9088	90.88%
P-glycoprotein substrate	-	0.9166	91.66%
CYP3A4 substrate	+	0.5142	51.42%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	+	0.4354	43.54%
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	-	0.6343	63.43%
CYP inhibitory promiscuity	-	0.6484	64.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8447	84.47%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5471	54.71%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	-	0.4789	47.89%
Androgen receptor binding	-	0.6876	68.76%
Thyroid receptor binding	-	0.5430	54.30%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.7421	74.21%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7930	79.30%

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	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.30%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.49%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.13%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.17%	94.00%

Plants that contains it

• Duranta erecta
• Verbena officinalis

Cross-Links

• PubChem: 11206858
• NPASS: NPC43634