1-(Hydroxymethyl)-5,11,11-trimethyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-4,9-diol

Details

• Internal ID: 92c139d2-3d52-4a41-9326-a71b6b79468b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-(hydroxymethyl)-5,11,11-trimethyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-4,9-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)C3(CC(O2)(CC3(C)C)O)CO
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C3(CC(O2)(CC3(C)C)O)CO
• InChI: InChI=1S/C15H20O4/c1-9-4-12-10(5-11(9)17)14(8-16)7-15(18,19-12)6-13(14,2)3/h4-5,16-18H,6-8H2,1-3H3
• InChI Key: FRQZEMJHAGXPNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.7333	73.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6688	66.88%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.8798	87.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7928	79.28%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.7086	70.86%
CYP3A4 inhibition	-	0.7112	71.12%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7846	78.46%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.6014	60.14%
CYP2C8 inhibition	-	0.8250	82.50%
CYP inhibitory promiscuity	-	0.8340	83.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.7227	72.27%
Skin irritation	-	0.7648	76.48%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6197	61.97%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4602	46.02%
Acute Oral Toxicity (c)	III	0.5200	52.00%
Estrogen receptor binding	-	0.5453	54.53%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.6392	63.92%
Glucocorticoid receptor binding	-	0.6539	65.39%
Aromatase binding	-	0.6262	62.62%
PPAR gamma	+	0.5366	53.66%
Honey bee toxicity	-	0.9592	95.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9854	98.54%

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	97.43%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.60%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.16%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.02%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.36%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.46%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163090792
• LOTUS: LTS0158046
• wikiData: Q104166719