4-hydroxy-10-(hydroxymethyl)-3-methyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: 78d2b80f-ee7a-4da1-9624-3c60aea6b2dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-10-(hydroxymethyl)-3-methyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1=O)CO)C=O)O
• SMILES (Isomeric): CC1C2C(CC(=CCCC(=CC2OC1=O)CO)C=O)O
• InChI: InChI=1S/C15H20O5/c1-9-14-12(18)5-10(7-16)3-2-4-11(8-17)6-13(14)20-15(9)19/h3,6-7,9,12-14,17-18H,2,4-5,8H2,1H3
• InChI Key: HOSMFPQDFZLVEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	+	0.5254	52.54%
Blood Brain Barrier	+	0.5178	51.78%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8055	80.55%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6113	61.13%
BSEP inhibitior	-	0.8613	86.13%
P-glycoprotein inhibitior	-	0.9133	91.33%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5472	54.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.8097	80.97%
CYP2C9 inhibition	-	0.9214	92.14%
CYP2C19 inhibition	-	0.9168	91.68%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.7385	73.85%
CYP2C8 inhibition	-	0.8848	88.48%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9670	96.70%
Skin irritation	-	0.6670	66.70%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7632	76.32%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.5274	52.74%
Estrogen receptor binding	-	0.5415	54.15%
Androgen receptor binding	-	0.6616	66.16%
Thyroid receptor binding	-	0.7395	73.95%
Glucocorticoid receptor binding	+	0.6520	65.20%
Aromatase binding	-	0.7961	79.61%
PPAR gamma	-	0.7168	71.68%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8180	81.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.00%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.24%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	82.22%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%

Plants that contains it

• Sonchus asper
• Urospermum picroides

Cross-Links

• PubChem: 162976462
• LOTUS: LTS0133006
• wikiData: Q105031509