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

Details

• Internal ID: fd82b6dc-f08c-4d44-b916-7e894ab812b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,3aR,5S,5aS,7S,9aR)-7-hydroxy-1,5,8-trimethyl-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C15H22O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h7,9-10,12-14,16H,4-6H2,1-3H3/t7-,9+,10-,12+,13-,14+/m0/s1
• InChI Key: LLSLQLFKVVJXHF-PHKVGIEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• 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	+	0.9956	99.56%
Caco-2	+	0.8350	83.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5463	54.63%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.9165	91.65%
P-glycoprotein substrate	-	0.7754	77.54%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7742	77.42%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8297	82.97%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.5240	52.40%
CYP2C8 inhibition	-	0.8958	89.58%
CYP inhibitory promiscuity	-	0.9196	91.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9617	96.17%
Carcinogenicity (trinary)	Non-required	0.5440	54.40%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.7818	78.18%
Skin irritation	+	0.5065	50.65%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5764	57.64%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7908	79.08%
skin sensitisation	-	0.6831	68.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5598	55.98%
Acute Oral Toxicity (c)	III	0.4563	45.63%
Estrogen receptor binding	-	0.5445	54.45%
Androgen receptor binding	+	0.5521	55.21%
Thyroid receptor binding	-	0.5564	55.64%
Glucocorticoid receptor binding	-	0.6502	65.02%
Aromatase binding	-	0.7801	78.01%
PPAR gamma	-	0.7936	79.36%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.87%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.66%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.08%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%

Plants that contains it

• Stevia polyphylla

Cross-Links

• PubChem: 163081532
• LOTUS: LTS0202150
• wikiData: Q105153703