Methyl 10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 28a5b6be-aabc-40e2-b5e2-e99087109a59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate
• SMILES (Canonical): COC(=O)C1=CCCC(CC2C(CC1)C(=C)C(=O)O2)CO
• SMILES (Isomeric): COC(=O)C1=CCCC(CC2C(CC1)C(=C)C(=O)O2)CO
• InChI: InChI=1S/C16H22O5/c1-10-13-7-6-12(16(19)20-2)5-3-4-11(9-17)8-14(13)21-15(10)18/h5,11,13-14,17H,1,3-4,6-9H2,2H3
• InChI Key: WMFALZHZUSDAPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.76
• 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	+	0.9664	96.64%
Caco-2	+	0.7385	73.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7182	71.82%
P-glycoprotein inhibitior	-	0.9185	91.85%
P-glycoprotein substrate	-	0.7875	78.75%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.7478	74.78%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.8193	81.93%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.5427	54.27%
CYP2C8 inhibition	+	0.5490	54.90%
CYP inhibitory promiscuity	-	0.8523	85.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6888	68.88%
Eye corrosion	-	0.9670	96.70%
Eye irritation	-	0.6411	64.11%
Skin irritation	-	0.7262	72.62%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5515	55.15%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6454	64.54%
Acute Oral Toxicity (c)	III	0.5645	56.45%
Estrogen receptor binding	-	0.6360	63.60%
Androgen receptor binding	-	0.5343	53.43%
Thyroid receptor binding	-	0.6625	66.25%
Glucocorticoid receptor binding	+	0.6341	63.41%
Aromatase binding	-	0.6990	69.90%
PPAR gamma	-	0.6685	66.85%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8994	89.94%

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	96.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.11%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.08%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.75%	93.03%
CHEMBL2996	Q05655	Protein kinase C delta	82.34%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.44%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.13%	95.56%

Plants that contains it

• Oyedaea verbesinoides

Cross-Links

• PubChem: 162889529
• LOTUS: LTS0104466
• wikiData: Q105308507