8-(Hydroxymethyl)-5-methoxy-2,2,8-trimethyl-11-oxatricyclo[5.3.1.01,4]undec-5-en-10-ol

Details

• Internal ID: 4f7d73da-8303-4bd6-bb77-2a0bebcde0c0
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 8-(hydroxymethyl)-5-methoxy-2,2,8-trimethyl-11-oxatricyclo[5.3.1.01,4]undec-5-en-10-ol
• SMILES (Canonical): CC1(CC2C13C(CC(C(O3)C=C2OC)(C)CO)O)C
• SMILES (Isomeric): CC1(CC2C13C(CC(C(O3)C=C2OC)(C)CO)O)C
• InChI: InChI=1S/C15H24O4/c1-13(2)6-9-10(18-4)5-12-14(3,8-16)7-11(17)15(9,13)19-12/h5,9,11-12,16-17H,6-8H2,1-4H3
• InChI Key: AFAMKGXQFRCKLP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.46
• 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	+	0.9433	94.33%
Caco-2	-	0.5962	59.62%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5899	58.99%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8825	88.25%
P-glycoprotein inhibitior	-	0.9110	91.10%
P-glycoprotein substrate	-	0.6901	69.01%
CYP3A4 substrate	+	0.5322	53.22%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7370	73.70%
CYP3A4 inhibition	-	0.7770	77.70%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.6455	64.55%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.7249	72.49%
CYP2C8 inhibition	-	0.8613	86.13%
CYP inhibitory promiscuity	-	0.8353	83.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9659	96.59%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7275	72.75%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5208	52.08%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7550	75.50%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	+	0.6768	67.68%
Androgen receptor binding	+	0.5504	55.04%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	-	0.5058	50.58%
Aromatase binding	-	0.5647	56.47%
PPAR gamma	-	0.5818	58.18%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5645	56.45%

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	97.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.39%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	90.67%	97.79%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.64%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	86.81%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.38%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.21%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.10%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.87%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.40%	86.92%
CHEMBL221	P23219	Cyclooxygenase-1	80.61%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583754
• LOTUS: LTS0260557
• wikiData: Q75067091