Methyl 5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylate

Details

• Internal ID: c97324d6-592c-4766-b950-fae780878a82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylate
• SMILES (Canonical): CC12CCCC3(C1C(C45C3=CCC(C4)(C(=C)C5)O)C(=O)OC)OC2=O
• SMILES (Isomeric): CC12CCCC3(C1C(C45C3=CCC(C4)(C(=C)C5)O)C(=O)OC)OC2=O
• InChI: InChI=1S/C20H24O5/c1-11-9-18-10-19(11,23)8-5-12(18)20-7-4-6-17(2,16(22)25-20)14(20)13(18)15(21)24-3/h5,13-14,23H,1,4,6-10H2,2-3H3
• InChI Key: QQZHQZNECSBZML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6083	60.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7908	79.08%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5974	59.74%
BSEP inhibitior	-	0.8478	84.78%
P-glycoprotein inhibitior	-	0.7591	75.91%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.5817	58.17%
CYP2C9 inhibition	-	0.7751	77.51%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.5562	55.62%
CYP2C8 inhibition	-	0.6051	60.51%
CYP inhibitory promiscuity	-	0.9202	92.02%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5958	59.58%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8463	84.63%
Skin irritation	-	0.5208	52.08%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8180	81.80%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6018	60.18%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.7758	77.58%
Acute Oral Toxicity (c)	III	0.4103	41.03%
Estrogen receptor binding	+	0.7582	75.82%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.7731	77.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	97.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.81%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.53%	91.07%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.91%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.26%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.23%	97.14%

Plants that contains it

• Lygodium microphyllum

Cross-Links

• PubChem: 85224621
• LOTUS: LTS0067746
• wikiData: Q105226159