(3aR,6E,10Z,11aR)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: dd3e88b8-b2ee-4c3e-8e09-b46722eff096
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,6E,10Z,11aR)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): C=C1C2CCC(=CCCC(=CC2OC1=O)CO)C=O
• SMILES (Isomeric): C=C1[C@H]2CC/C(=C\CC/C(=C/[C@H]2OC1=O)/CO)/C=O
• InChI: InChI=1S/C15H18O4/c1-10-13-6-5-11(8-16)3-2-4-12(9-17)7-14(13)19-15(10)18/h3,7-8,13-14,17H,1-2,4-6,9H2/b11-3+,12-7-/t13-,14-/m1/s1
• InChI Key: FVYOWWPJTPISGH-VWZZWGDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• 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	+	0.9702	97.02%
Caco-2	+	0.5954	59.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6570	65.70%
BSEP inhibitior	-	0.8597	85.97%
P-glycoprotein inhibitior	-	0.8492	84.92%
P-glycoprotein substrate	-	0.8697	86.97%
CYP3A4 substrate	+	0.5195	51.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.7876	78.76%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.5553	55.53%
CYP2C8 inhibition	-	0.7000	70.00%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.7058	70.58%
Eye corrosion	-	0.9045	90.45%
Eye irritation	-	0.5811	58.11%
Skin irritation	-	0.6665	66.65%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6937	69.37%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7876	78.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5895	58.95%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	+	0.5460	54.60%
Androgen receptor binding	-	0.5271	52.71%
Thyroid receptor binding	-	0.6894	68.94%
Glucocorticoid receptor binding	+	0.7118	71.18%
Aromatase binding	-	0.7336	73.36%
PPAR gamma	-	0.6148	61.48%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9629	96.29%

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	94.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.08%	94.45%

Plants that contains it

• Ixeris tamagawaensis

Cross-Links

• PubChem: 162993489
• LOTUS: LTS0012052
• wikiData: Q105003012