3,9-Dihydroxy-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 24038fc2-3dcf-48b0-ab49-70c511e3045e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,9-dihydroxy-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC(C(=CC2C(CC1)C(C(=O)O2)(C)O)C)O
• SMILES (Isomeric): CC1=CCC(C(=CC2C(CC1)C(C(=O)O2)(C)O)C)O
• InChI: InChI=1S/C15H22O4/c1-9-4-6-11-13(19-14(17)15(11,3)18)8-10(2)12(16)7-5-9/h5,8,11-13,16,18H,4,6-7H2,1-3H3
• InChI Key: MKZJMRUMGALGSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.6911	69.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6241	62.41%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.8296	82.96%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.8672	86.72%
CYP3A4 substrate	+	0.6196	61.96%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	-	0.7456	74.56%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.7332	73.32%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	+	0.6440	64.40%
CYP2C8 inhibition	-	0.8123	81.23%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4886	48.86%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9328	93.28%
Skin irritation	+	0.6678	66.78%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8000	80.00%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3199	31.99%
Estrogen receptor binding	+	0.5439	54.39%
Androgen receptor binding	-	0.7096	70.96%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	+	0.8181	81.81%
Aromatase binding	-	0.6818	68.18%
PPAR gamma	-	0.6411	64.11%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5168	51.68%
Fish aquatic toxicity	+	0.9575	95.75%

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	95.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.98%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL1871	P10275	Androgen Receptor	85.90%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.46%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.42%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.13%	95.89%

Plants that contains it

• Lactuca tatarica

Cross-Links

• PubChem: 162849380
• LOTUS: LTS0055477
• wikiData: Q105166349