Methyl 11-hydroxy-3,7-dimethyl-8-oxo-10-propan-2-yl-15-oxatetracyclo[9.3.1.01,6.07,12]pentadec-13-ene-13-carboxylate

Details

• Internal ID: aa2fbf84-4554-4a8f-8f80-a46093a07995
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 11-hydroxy-3,7-dimethyl-8-oxo-10-propan-2-yl-15-oxatetracyclo[9.3.1.01,6.07,12]pentadec-13-ene-13-carboxylate
• SMILES (Canonical): CC1CCC2C3(C4C(=CC2(C1)OC4(C(CC3=O)C(C)C)O)C(=O)OC)C
• SMILES (Isomeric): CC1CCC2C3(C4C(=CC2(C1)OC4(C(CC3=O)C(C)C)O)C(=O)OC)C
• InChI: InChI=1S/C21H30O5/c1-11(2)14-8-16(22)19(4)15-7-6-12(3)9-20(15)10-13(18(23)25-5)17(19)21(14,24)26-20/h10-12,14-15,17,24H,6-9H2,1-5H3
• InChI Key: LPMALGWBSPOACL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.86
• 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	+	0.9738	97.38%
Caco-2	+	0.5476	54.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8573	85.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.8339	83.39%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.6704	67.04%
P-glycoprotein inhibitior	-	0.7280	72.80%
P-glycoprotein substrate	-	0.5250	52.50%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6498	64.98%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7048	70.48%
CYP2C8 inhibition	-	0.6839	68.39%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9515	95.15%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6290	62.90%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6972	69.72%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6801	68.01%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.5721	57.21%
Androgen receptor binding	+	0.6594	65.94%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.5572	55.72%
Aromatase binding	-	0.5267	52.67%
PPAR gamma	+	0.5842	58.42%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5587	55.87%
Fish aquatic toxicity	+	0.9869	98.69%

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	97.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.99%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.33%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.96%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.16%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.91%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73836873
• LOTUS: LTS0186426
• wikiData: Q105155252