[(4S,4aS,5R,6S,8aR,9aR)-6-hydroxy-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl] (2R,3S)-3-chloro-2-hydroxy-2-methylbutanoate

Details

• Internal ID: 77d7e4a9-62f0-44f7-9201-919d775bf306
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(4S,4aS,5R,6S,8aR,9aR)-6-hydroxy-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl] (2R,3S)-3-chloro-2-hydroxy-2-methylbutanoate
• InChI: InChI=1S/C20H29ClO6/c1-9-15-14(26-17(9)23)8-12-6-7-13(22)10(2)19(12,4)16(15)27-18(24)20(5,25)11(3)21/h10-14,16,22,25H,6-8H2,1-5H3/t10-,11-,12+,13-,14+,16+,19+,20-/m0/s1
• InChI Key: GDXCVSFALPNRCV-DZDBYSCMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉ClO₆
• Molecular Weight: 400.90 g/mol
• Exact Mass: 400.1652663 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.8584	85.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5541	55.41%
P-glycoprotein inhibitior	-	0.6247	62.47%
P-glycoprotein substrate	-	0.5604	56.04%
CYP3A4 substrate	+	0.6968	69.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.7717	77.17%
CYP2C19 inhibition	-	0.8711	87.11%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.7082	70.82%
CYP2C8 inhibition	-	0.6402	64.02%
CYP inhibitory promiscuity	-	0.8848	88.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Danger	0.5050	50.50%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9621	96.21%
Skin irritation	+	0.4920	49.20%
Skin corrosion	-	0.8505	85.05%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6762	67.62%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6266	62.66%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5372	53.72%
Acute Oral Toxicity (c)	III	0.3998	39.98%
Estrogen receptor binding	+	0.8583	85.83%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	+	0.6953	69.53%
Honey bee toxicity	-	0.6983	69.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	97.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.73%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.00%	96.47%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.44%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.87%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.83%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.32%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.24%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	84.29%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	84.09%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.03%	96.09%
CHEMBL3045	P05771	Protein kinase C beta	83.10%	97.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.99%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.67%	96.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.66%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.52%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.79%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%
CHEMBL5028	O14672	ADAM10	80.22%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.12%	85.14%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 163195106
• LOTUS: LTS0189034
• wikiData: Q105007007