[(1S,4aR,6aS,7R,11aS,11bS)-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-1-yl] acetate

Details

• Internal ID: 15023fec-76d3-4c4f-9bbd-fb07996113d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,4aR,6aS,7R,11aS,11bS)-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-1-yl] acetate
• InChI: InChI=1S/C22H32O4/c1-13-15-6-10-22(24)20(3,4)9-7-19(26-14(2)23)21(22,5)17(15)12-18-16(13)8-11-25-18/h8,11,13,15,17,19,24H,6-7,9-10,12H2,1-5H3/t13-,15+,17+,19+,21+,22-/m1/s1
• InChI Key: VASHODASUGBKCQ-NZJFYRTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6632	66.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.8232	82.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.6618	66.18%
P-glycoprotein inhibitior	-	0.5371	53.71%
P-glycoprotein substrate	-	0.7247	72.47%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.5941	59.41%
CYP2C9 inhibition	-	0.5545	55.45%
CYP2C19 inhibition	-	0.5678	56.78%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.5289	52.89%
CYP2C8 inhibition	+	0.5063	50.63%
CYP inhibitory promiscuity	-	0.9114	91.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9682	96.82%
Skin irritation	-	0.5767	57.67%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.3369	33.69%
Estrogen receptor binding	+	0.8884	88.84%
Androgen receptor binding	+	0.7182	71.82%
Thyroid receptor binding	+	0.7135	71.35%
Glucocorticoid receptor binding	+	0.8067	80.67%
Aromatase binding	+	0.7849	78.49%
PPAR gamma	+	0.6726	67.26%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.15%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.12%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.29%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.73%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.17%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101366087
• LOTUS: LTS0128256
• wikiData: Q105282952