(3aS,5R,5aS,9R,9aS,9bR)-5,8-dimethyl-1-methylidene-4,5,5a,6,9,9a-hexahydrobenzo[e][1]benzofuran-3a,9,9b-triol

Details

• Internal ID: 067b3077-2d03-4696-83e5-83b562b2ca77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3aS,5R,5aS,9R,9aS,9bR)-5,8-dimethyl-1-methylidene-4,5,5a,6,9,9a-hexahydrobenzo[e][1]benzofuran-3a,9,9b-triol
• InChI: InChI=1S/C15H22O4/c1-8-4-5-11-9(2)6-14(17)15(18,10(3)7-19-14)12(11)13(8)16/h4,9,11-13,16-18H,3,5-7H2,1-2H3/t9-,11+,12+,13+,14+,15+/m1/s1
• InChI Key: KULCLSKDZCGMGE-XYXNNAMUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9412	94.12%
Caco-2	-	0.6509	65.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5770	57.70%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9264	92.64%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.7420	74.20%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	-	0.5947	59.47%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	-	0.8476	84.76%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8832	88.32%
Skin irritation	-	0.6020	60.20%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6171	61.71%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6489	64.89%
Acute Oral Toxicity (c)	I	0.3693	36.93%
Estrogen receptor binding	-	0.4901	49.01%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.5512	55.12%
Aromatase binding	-	0.5231	52.31%
PPAR gamma	-	0.6055	60.55%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	92.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.72%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.99%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.39%	93.56%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162890491
• LOTUS: LTS0232469
• wikiData: Q105146209