(3aS,5R,5aS,9aS,9bR)-3a,9b-dihydroxy-5,8-dimethyl-1-methylidene-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one

Details

• Internal ID: d1e9df57-dfce-49eb-b3aa-1eae7dedad1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3aS,5R,5aS,9aS,9bR)-3a,9b-dihydroxy-5,8-dimethyl-1-methylidene-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one
• InChI: InChI=1S/C15H20O4/c1-8-4-12-11(5-13(8)16)9(2)6-14(17)15(12,18)10(3)7-19-14/h4,9,11-12,17-18H,3,5-7H2,1-2H3/t9-,11+,12-,14+,15+/m1/s1
• InChI Key: UTUIPQCWJRFXEG-OGGHUHLFSA-N
• Popularity: 2 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): 66.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.18
• 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	+	0.9828	98.28%
Caco-2	+	0.5440	54.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7482	74.82%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8942	89.42%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.7848	78.48%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8422	84.22%
CYP2C9 inhibition	-	0.8859	88.59%
CYP2C19 inhibition	-	0.8375	83.75%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.8319	83.19%
CYP2C8 inhibition	-	0.8753	87.53%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7943	79.43%
Skin irritation	-	0.5226	52.26%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6769	67.69%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7482	74.82%
skin sensitisation	-	0.8224	82.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6884	68.84%
Acute Oral Toxicity (c)	I	0.3491	34.91%
Estrogen receptor binding	+	0.6218	62.18%
Androgen receptor binding	+	0.5918	59.18%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	-	0.6056	60.56%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	93.83%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.52%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.68%	86.00%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.86%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.45%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.19%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.86%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25105021
• LOTUS: LTS0100503
• wikiData: Q105279101