4-hydroxy-3-(hydroxymethyl)-6,10-dimethyl-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2-one

Details

• Internal ID: 4f9865d4-42f4-4782-87e6-a4ae939d713d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-3-(hydroxymethyl)-6,10-dimethyl-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)CO)C(CC(=CCC1)C)O
• SMILES (Isomeric): CC1=CC2C(=C(C(=O)O2)CO)C(CC(=CCC1)C)O
• InChI: InChI=1S/C15H20O4/c1-9-4-3-5-10(2)7-13-14(12(17)6-9)11(8-16)15(18)19-13/h4,7,12-13,16-17H,3,5-6,8H2,1-2H3
• InChI Key: MNGGLYFKZXXVOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.7349	73.49%
Blood Brain Barrier	+	0.6428	64.28%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6905	69.05%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.5109	51.09%
BSEP inhibitior	-	0.7146	71.46%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5245	52.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.5053	50.53%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9067	90.67%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8441	84.41%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8456	84.56%
Skin irritation	+	0.4920	49.20%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6707	67.07%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7332	73.32%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	-	0.7585	75.85%
Androgen receptor binding	-	0.6266	62.66%
Thyroid receptor binding	-	0.6870	68.70%
Glucocorticoid receptor binding	+	0.6233	62.33%
Aromatase binding	-	0.8044	80.44%
PPAR gamma	+	0.6527	65.27%
Honey bee toxicity	-	0.8758	87.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9398	93.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%

Plants that contains it

• Pentzia pinnatisecta
• Ursinia sericea

Cross-Links

• PubChem: 162850121
• LOTUS: LTS0207096
• wikiData: Q105168355