9a-Amino-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 4775bdad-71af-4bd7-89e4-c127baceb25e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-amino-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCCC2(C1(CC3=C(C(=O)OC3(C2)N)C)C)O
• SMILES (Isomeric): CC1CCCC2(C1(CC3=C(C(=O)OC3(C2)N)C)C)O
• InChI: InChI=1S/C15H23NO3/c1-9-5-4-6-14(18)8-15(16)11(7-13(9,14)3)10(2)12(17)19-15/h9,18H,4-8,16H2,1-3H3
• InChI Key: LXBNXHUTCVFRFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.35 g/mol
• Exact Mass: 265.16779360 g/mol
• Topological Polar Surface Area (TPSA): 72.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.87
• 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	+	0.9876	98.76%
Caco-2	+	0.7236	72.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4855	48.55%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8132	81.32%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.8871	88.71%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.8063	80.63%
CYP2C9 inhibition	-	0.7491	74.91%
CYP2C19 inhibition	-	0.7323	73.23%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8010	80.10%
CYP2C8 inhibition	-	0.8056	80.56%
CYP inhibitory promiscuity	-	0.5998	59.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4178	41.78%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.6866	68.66%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5110	51.10%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4884	48.84%
Acute Oral Toxicity (c)	III	0.5105	51.05%
Estrogen receptor binding	-	0.5536	55.36%
Androgen receptor binding	+	0.5757	57.57%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.6955	69.55%
Aromatase binding	+	0.5559	55.59%
PPAR gamma	-	0.5310	53.10%
Honey bee toxicity	-	0.9196	91.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	96.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	86.82%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.29%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%

Plants that contains it

• Synotis erythropappa

Cross-Links

• PubChem: 163032650
• LOTUS: LTS0147976
• wikiData: Q105158752