Dimethyl 5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-8-ene-2,4-dicarboxylate

Details

• Internal ID: e3b2b729-4a3a-46ca-b1b5-efe2ca38fafb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: dimethyl 5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-8-ene-2,4-dicarboxylate
• InChI: InChI=1S/C21H28O5/c1-11-9-21-10-12(11)5-7-14(21)13-6-8-15(22)20(2,19(24)26-4)16(13)17(21)18(23)25-3/h12,15-17,22H,1,5-10H2,2-4H3
• InChI Key: WNIORKNMYBDNSG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7142	71.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.8414	84.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	-	0.8450	84.50%
P-glycoprotein inhibitior	-	0.6877	68.77%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.8620	86.20%
CYP2C9 inhibition	-	0.7888	78.88%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.7695	76.95%
CYP2C8 inhibition	-	0.5712	57.12%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9319	93.19%
Skin irritation	+	0.5144	51.44%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7234	72.34%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.7812	78.12%
Acute Oral Toxicity (c)	IV	0.2707	27.07%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.6378	63.78%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.7387	73.87%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7169	71.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6149	61.49%
Fish aquatic toxicity	+	0.9931	99.31%

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	96.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.42%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.43%	94.45%
CHEMBL204	P00734	Thrombin	88.72%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	88.24%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.66%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.85%	95.71%
CHEMBL2581	P07339	Cathepsin D	83.61%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.48%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.94%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.52%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.23%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.99%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.51%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162943450
• LOTUS: LTS0029022
• wikiData: Q105309105