4-(Hydroxymethyl)-3-methoxy-8,12-dimethyl-2-oxatricyclo[7.3.1.05,13]trideca-4,11-dien-6-ol

Details

• Internal ID: 15e82b5f-e219-4b02-987c-0c7a37364c52
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 4-(hydroxymethyl)-3-methoxy-8,12-dimethyl-2-oxatricyclo[7.3.1.05,13]trideca-4,11-dien-6-ol
• SMILES (Canonical): CC1CC(C2=C(C(OC3C2C1CC=C3C)OC)CO)O
• SMILES (Isomeric): CC1CC(C2=C(C(OC3C2C1CC=C3C)OC)CO)O
• InChI: InChI=1S/C16H24O4/c1-8-4-5-10-9(2)6-12(18)13-11(7-17)16(19-3)20-15(8)14(10)13/h4,9-10,12,14-18H,5-7H2,1-3H3
• InChI Key: DPVIYPFHCDLDHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9457	94.57%
Caco-2	+	0.5724	57.24%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6059	60.59%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8357	83.57%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.6811	68.11%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7796	77.96%
CYP3A4 inhibition	+	0.5718	57.18%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6941	69.41%
CYP inhibitory promiscuity	-	0.8000	80.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.6725	67.25%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.6960	69.60%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.5591	55.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4924	49.24%
Acute Oral Toxicity (c)	III	0.5518	55.18%
Estrogen receptor binding	-	0.6588	65.88%
Androgen receptor binding	+	0.5729	57.29%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.6374	63.74%
Aromatase binding	-	0.8348	83.48%
PPAR gamma	-	0.5847	58.47%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9197	91.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.67%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.98%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	86.78%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.90%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.64%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064984
• LOTUS: LTS0235897
• wikiData: Q103818627