methoxy clavigerin C

Details

• Internal ID: 099c2cf0-cad7-4cb7-b6e2-71d4336eda28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1-[(1R,3R,6R,8S,9S)-8-methoxy-4-methyl-7-oxatricyclo[4.3.0.03,9]non-4-en-9-yl]-4-methylpentan-2-one
• SMILES (Canonical): CC1=CC2C3CC1C3(C(O2)OC)CC(=O)CC(C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@@H]3C[C@H]1[C@@]3([C@H](O2)OC)CC(=O)CC(C)C
• InChI: InChI=1S/C16H24O3/c1-9(2)5-11(17)8-16-12-7-13(16)14(6-10(12)3)19-15(16)18-4/h6,9,12-15H,5,7-8H2,1-4H3/t12-,13+,14-,15+,16+/m1/s1
• InChI Key: MCUOTNFFHWLCLN-LEOABGAYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL255494

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.6117	61.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6351	63.51%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7986	79.86%
P-glycoprotein inhibitior	-	0.8028	80.28%
P-glycoprotein substrate	-	0.7525	75.25%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.5107	51.07%
CYP2C9 inhibition	-	0.7140	71.40%
CYP2C19 inhibition	-	0.5930	59.30%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.7529	75.29%
CYP2C8 inhibition	-	0.8523	85.23%
CYP inhibitory promiscuity	+	0.5221	52.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.7727	77.27%
Skin irritation	-	0.6579	65.79%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5153	51.53%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.5751	57.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6350	63.50%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.6102	61.02%
Androgen receptor binding	-	0.4874	48.74%
Thyroid receptor binding	-	0.4913	49.13%
Glucocorticoid receptor binding	-	0.6021	60.21%
Aromatase binding	-	0.8090	80.90%
PPAR gamma	-	0.7064	70.64%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9916	99.16%

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	98.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.98%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.81%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.57%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.73%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.00%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.37%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%

Plants that contains it

• Lepidolaena clavigera

Cross-Links

• PubChem: 24799156
• LOTUS: LTS0138134
• wikiData: Q105161447