(3S,3aS,4S,6S,6aR,9bS)-4,6-dihydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,8,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: eddc2d23-53c4-44c3-8922-d0a47e59bd53
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,4S,6S,6aR,9bS)-4,6-dihydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,8,9b-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/h8-10,12-13,16,18H,4-6H2,1-3H3/t8-,9+,10-,12-,13+,15-/m0/s1
• InChI Key: QYXPLYRFOBRWGH-HRDDPDQDSA-N
• Popularity: 2 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: 0.30
• Atomic LogP (AlogP): 1.41
• 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	+	0.9783	97.83%
Caco-2	+	0.6831	68.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5830	58.30%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.8183	81.83%
CYP3A4 substrate	+	0.6207	62.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7511	75.11%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7777	77.77%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	+	0.6519	65.19%
CYP2C8 inhibition	-	0.9398	93.98%
CYP inhibitory promiscuity	-	0.9253	92.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5273	52.73%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.7911	79.11%
Skin irritation	+	0.5728	57.28%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6954	69.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4935	49.35%
Acute Oral Toxicity (c)	II	0.3558	35.58%
Estrogen receptor binding	-	0.5642	56.42%
Androgen receptor binding	-	0.5589	55.89%
Thyroid receptor binding	+	0.6570	65.70%
Glucocorticoid receptor binding	+	0.5449	54.49%
Aromatase binding	-	0.8658	86.58%
PPAR gamma	-	0.7043	70.43%
Honey bee toxicity	-	0.8889	88.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9686	96.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.51%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.34%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.24%	91.49%

Plants that contains it

• Artemisia frigida

Cross-Links

• PubChem: 162853065
• LOTUS: LTS0237745
• wikiData: Q105231113