9-hydroxy-5,8a-dimethyl-1-(methylsulfonylmethyl)-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: 1218b1c4-c787-4b23-ba09-a60163fa506c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: 9-hydroxy-5,8a-dimethyl-1-(methylsulfonylmethyl)-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,7-b]furan-2,8-dione
• InChI: InChI=1S/C16H22O6S/c1-8-6-11-13(9(15(19)22-11)7-23(3,20)21)14(18)16(2)10(8)4-5-12(16)17/h4-5,8-11,13-14,18H,6-7H2,1-3H3
• InChI Key: KZUPTYKZRYZDLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₆S
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.11370959 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9374	93.74%
Caco-2	-	0.5744	57.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4441	44.41%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7348	73.48%
P-glycoprotein inhibitior	-	0.7253	72.53%
P-glycoprotein substrate	-	0.6496	64.96%
CYP3A4 substrate	+	0.5805	58.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9032	90.32%
CYP3A4 inhibition	-	0.6602	66.02%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.7631	76.31%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	-	0.6843	68.43%
CYP2C8 inhibition	-	0.8865	88.65%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5304	53.04%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9545	95.45%
Eye irritation	-	0.9724	97.24%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.8931	89.31%
Ames mutagenesis	-	0.7191	71.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4644	46.44%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.8085	80.85%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	+	0.5897	58.97%
Androgen receptor binding	+	0.5441	54.41%
Thyroid receptor binding	-	0.5893	58.93%
Glucocorticoid receptor binding	-	0.6555	65.55%
Aromatase binding	-	0.7648	76.48%
PPAR gamma	-	0.6071	60.71%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9308	93.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.68%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.66%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.16%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.40%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.29%	96.90%

Plants that contains it

• Helenium autumnale

Cross-Links

• PubChem: 101967016
• LOTUS: LTS0149048
• wikiData: Q105148443