(1R,3aR,5S,5aS,9aS)-9a-hydroxy-1,5,8-trimethyl-3a,4,5,5a,6,9-hexahydro-1H-azuleno[6,5-b]furan-2,7-dione

Details

• Internal ID: 7922ef60-6105-4c26-8f1f-f6d26bcee34f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,3aR,5S,5aS,9aS)-9a-hydroxy-1,5,8-trimethyl-3a,4,5,5a,6,9-hexahydro-1H-azuleno[6,5-b]furan-2,7-dione
• InChI: InChI=1S/C15H20O4/c1-7-4-13-15(18,9(3)14(17)19-13)6-11-8(2)12(16)5-10(7)11/h7,9-10,13,18H,4-6H2,1-3H3/t7-,9-,10-,13+,15-/m0/s1
• InChI Key: ZEIYVYNXCVRGIQ-UHEPVNHGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6379	63.79%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9462	94.62%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.7433	74.33%
CYP3A4 substrate	+	0.5858	58.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.7130	71.30%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9658	96.58%
CYP1A2 inhibition	-	0.6480	64.80%
CYP2C8 inhibition	-	0.8628	86.28%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4941	49.41%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8099	80.99%
Skin irritation	+	0.5383	53.83%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5993	59.93%
skin sensitisation	-	0.7896	78.96%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6218	62.18%
Acute Oral Toxicity (c)	II	0.3129	31.29%
Estrogen receptor binding	+	0.6657	66.57%
Androgen receptor binding	+	0.6578	65.78%
Thyroid receptor binding	-	0.6030	60.30%
Glucocorticoid receptor binding	-	0.5418	54.18%
Aromatase binding	-	0.7683	76.83%
PPAR gamma	-	0.5388	53.88%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	90.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.22%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.22%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.26%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.70%	94.80%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 162988857
• LOTUS: LTS0199849
• wikiData: Q105373318