6-(Hydroxymethyl)-3,10-dimethyl-3,3a,5,8,9,11a-hexahydrocyclodeca[b]furan-2,4-dione

Details

• Internal ID: e2a04936-6a32-42b0-897b-8f9c84020624
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 6-(hydroxymethyl)-3,10-dimethyl-3,3a,5,8,9,11a-hexahydrocyclodeca[b]furan-2,4-dione
• SMILES (Canonical): CC1C2C(C=C(CCC=C(CC2=O)CO)C)OC1=O
• SMILES (Isomeric): CC1C2C(C=C(CCC=C(CC2=O)CO)C)OC1=O
• InChI: InChI=1S/C15H20O4/c1-9-4-3-5-11(8-16)7-12(17)14-10(2)15(18)19-13(14)6-9/h5-6,10,13-14,16H,3-4,7-8H2,1-2H3
• InChI Key: YVFVNKARDCBAIF-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): 63.60 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• 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	+	0.9810	98.10%
Caco-2	+	0.7972	79.72%
Blood Brain Barrier	+	0.6284	62.84%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7845	78.45%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5739	57.39%
BSEP inhibitior	-	0.8891	88.91%
P-glycoprotein inhibitior	-	0.9147	91.47%
P-glycoprotein substrate	-	0.8431	84.31%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.6556	65.56%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.5229	52.29%
CYP2C8 inhibition	-	0.9228	92.28%
CYP inhibitory promiscuity	-	0.9307	93.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8656	86.56%
Skin irritation	-	0.5781	57.81%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7592	75.92%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5732	57.32%
Acute Oral Toxicity (c)	III	0.4397	43.97%
Estrogen receptor binding	-	0.4901	49.01%
Androgen receptor binding	-	0.6395	63.95%
Thyroid receptor binding	-	0.7549	75.49%
Glucocorticoid receptor binding	+	0.6188	61.88%
Aromatase binding	-	0.8311	83.11%
PPAR gamma	-	0.6695	66.95%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9732	97.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.15%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.74%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.09%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.15%	97.50%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 162968242
• LOTUS: LTS0139955
• wikiData: Q105365314