(1S,3aS,9S,9aS,9bR)-3a-hydroxy-1,9,9a-trimethyl-2,4,5,8,9,9b-hexahydro-1H-benzo[e][1]benzofuran-7-one

Details

• Internal ID: 07cf63b5-7819-41a3-8c24-a72367c545d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3aS,9S,9aS,9bR)-3a-hydroxy-1,9,9a-trimethyl-2,4,5,8,9,9b-hexahydro-1H-benzo[e][1]benzofuran-7-one
• InChI: InChI=1S/C15H22O3/c1-9-8-18-15(17)5-4-11-7-12(16)6-10(2)14(11,3)13(9)15/h7,9-10,13,17H,4-6,8H2,1-3H3/t9-,10+,13-,14-,15+/m1/s1
• InChI Key: LPZNXWUFZHWYMM-DTIWESFOSA-N
• Popularity: 2 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	+	0.9973	99.73%
Caco-2	+	0.8676	86.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9818	98.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7148	71.48%
BSEP inhibitior	-	0.8613	86.13%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.7562	75.62%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.8146	81.46%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8002	80.02%
CYP2C8 inhibition	-	0.8521	85.21%
CYP inhibitory promiscuity	-	0.9014	90.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5107	51.07%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9657	96.57%
Skin irritation	+	0.5749	57.49%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6061	60.61%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5472	54.72%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4704	47.04%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	+	0.5369	53.69%
Glucocorticoid receptor binding	-	0.5259	52.59%
Aromatase binding	-	0.5436	54.36%
PPAR gamma	-	0.5623	56.23%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.19%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.30%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.27%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.91%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.49%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101789793
• LOTUS: LTS0235317
• wikiData: Q105155438