4-Hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 8c19dcdf-8b7d-45b9-96f2-b52e31d1bd67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC(C2C(CC(=CCC1)C)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CC(C2C(CC(=CCC1)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h6-7,12-14,16H,3-5,8H2,1-2H3
• InChI Key: FRDLPOYYWWRSPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.8623	86.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4984	49.84%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9386	93.86%
P-glycoprotein inhibitior	-	0.9059	90.59%
P-glycoprotein substrate	-	0.9542	95.42%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.6955	69.55%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.8001	80.01%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.7853	78.53%
CYP2C8 inhibition	-	0.8521	85.21%
CYP inhibitory promiscuity	-	0.9171	91.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5852	58.52%
Eye corrosion	-	0.9452	94.52%
Eye irritation	-	0.6136	61.36%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5237	52.37%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6647	66.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5410	54.10%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8173	81.73%
Acute Oral Toxicity (c)	III	0.3965	39.65%
Estrogen receptor binding	-	0.7759	77.59%
Androgen receptor binding	-	0.5741	57.41%
Thyroid receptor binding	-	0.6824	68.24%
Glucocorticoid receptor binding	-	0.4873	48.73%
Aromatase binding	-	0.7924	79.24%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	94.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.29%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.45%	97.25%

Plants that contains it

• Cassinia subtropica
• Cota palaestina
• Laurus nobilis
• Leucanthemopsis pulverulenta
• Mikania goyazensis
• Santolina rosmarinifolia
• Schistostephium crataegifolium
• Tanacetum densum

Cross-Links

• PubChem: 73718740
• LOTUS: LTS0251882
• wikiData: Q105000121