4,7-dihydroxy-3,6,10-trimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: c558fba4-d47e-4c11-bb00-c87e3288467b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4,7-dihydroxy-3,6,10-trimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H22O4/c1-8-4-5-11(16)9(2)7-12(17)14-10(3)15(18)19-13(14)6-8/h4,7,10-14,16-17H,5-6H2,1-3H3
• InChI Key: NVNXHLXJWDCEJZ-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): 1.57
• 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	+	0.9868	98.68%
Caco-2	+	0.5757	57.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4851	48.51%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8946	89.46%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.8147	81.47%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.8639	86.39%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.5600	56.00%
CYP2C8 inhibition	-	0.9381	93.81%
CYP inhibitory promiscuity	-	0.8918	89.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4392	43.92%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.9200	92.00%
Skin irritation	+	0.5109	51.09%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7293	72.93%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7667	76.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8436	84.36%
Acute Oral Toxicity (c)	II	0.3154	31.54%
Estrogen receptor binding	-	0.5278	52.78%
Androgen receptor binding	-	0.7259	72.59%
Thyroid receptor binding	-	0.6394	63.94%
Glucocorticoid receptor binding	-	0.5413	54.13%
Aromatase binding	-	0.7886	78.86%
PPAR gamma	-	0.6973	69.73%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9557	95.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.44%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.58%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.61%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%

Plants that contains it

• Helianthus pumilus

Cross-Links

• PubChem: 162906586
• LOTUS: LTS0026339
• wikiData: Q105186333