(E)-3-(2,2-dimethylchromen-6-yl)prop-2-en-1-ol

Details

• Internal ID: 82c74da5-29f1-460c-afa0-d4d4738d1829
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (E)-3-(2,2-dimethylchromen-6-yl)prop-2-en-1-ol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2)C=CCO)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2)/C=C/CO)C
• InChI: InChI=1S/C14H16O2/c1-14(2)8-7-12-10-11(4-3-9-15)5-6-13(12)16-14/h3-8,10,15H,9H2,1-2H3/b4-3+
• InChI Key: RLSWRLLRQWYLRF-ONEGZZNKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-(2,2-Dimethyl-2H-1-benzopyran-6-yl)-2-propene-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.8888	88.88%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6426	64.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4666	46.66%
P-glycoprotein inhibitior	-	0.9637	96.37%
P-glycoprotein substrate	-	0.8907	89.07%
CYP3A4 substrate	-	0.5284	52.84%
CYP2C9 substrate	+	0.5929	59.29%
CYP2D6 substrate	-	0.6826	68.26%
CYP3A4 inhibition	-	0.7452	74.52%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.8213	82.13%
CYP2D6 inhibition	-	0.7716	77.16%
CYP1A2 inhibition	+	0.8395	83.95%
CYP2C8 inhibition	-	0.6555	65.55%
CYP inhibitory promiscuity	+	0.7636	76.36%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7813	78.13%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9474	94.74%
Eye irritation	+	0.8493	84.93%
Skin irritation	-	0.6275	62.75%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4023	40.23%
Micronuclear	-	0.6999	69.99%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	+	0.5851	58.51%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5755	57.55%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	-	0.5065	50.65%
Thyroid receptor binding	-	0.5960	59.60%
Glucocorticoid receptor binding	-	0.6065	60.65%
Aromatase binding	-	0.6122	61.22%
PPAR gamma	+	0.5622	56.22%
Honey bee toxicity	-	0.9516	95.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6927	69.27%

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	96.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.99%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.61%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.59%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.65%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.93%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.15%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.26%	95.56%

Plants that contains it

• Baccharis linearis
• Coleonema pulchellum
• Corymbia scabrida
• Phebalium clavatum

Cross-Links

• PubChem: 10398415
• NPASS: NPC54944
• LOTUS: LTS0170861
• wikiData: Q105240500