(3S,3aS,4S,6R,6aR,9aR,9bR)-4,6-dihydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: f8c05579-3790-43e9-98ba-91ff77a57f33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aS,4S,6R,6aR,9aR,9bR)-4,6-dihydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H22O4/c1-7-4-5-9-11(7)13-12(8(2)14(17)19-13)10(16)6-15(9,3)18/h4,8-13,16,18H,5-6H2,1-3H3/t8-,9+,10-,11-,12-,13+,15+/m0/s1
• InChI Key: LPIKLQYERDVLLX-DGQDFNTESA-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): 1.26
• 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	+	0.9841	98.41%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4379	43.79%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9360	93.60%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.7138	71.38%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8855	88.55%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.6337	63.37%
CYP2C8 inhibition	-	0.9391	93.91%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8968	89.68%
Skin irritation	+	0.4901	49.01%
Skin corrosion	-	0.8941	89.41%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6473	64.73%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6995	69.95%
skin sensitisation	-	0.7289	72.89%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.3466	34.66%
Estrogen receptor binding	-	0.5390	53.90%
Androgen receptor binding	-	0.5313	53.13%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	-	0.5193	51.93%
Aromatase binding	-	0.8921	89.21%
PPAR gamma	-	0.6993	69.93%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9501	95.01%

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	93.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL1871	P10275	Androgen Receptor	89.42%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.06%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.49%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.12%	90.17%

Plants that contains it

• Eriocephalus giessii

Cross-Links

• PubChem: 162976951
• LOTUS: LTS0261555
• wikiData: Q105155194