[(2S,4R,5R,6S,7R)-7-hydroxy-6,10-dimethyl-8-oxo-2-prop-1-en-2-ylspiro[4.5]dec-9-en-4-yl] 3-methylbut-2-enoate

Details

• Internal ID: 724e660f-13e0-4e21-bfe0-9921bbd6bd0f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2S,4R,5R,6S,7R)-7-hydroxy-6,10-dimethyl-8-oxo-2-prop-1-en-2-ylspiro[4.5]dec-9-en-4-yl] 3-methylbut-2-enoate
• InChI: InChI=1S/C20H28O4/c1-11(2)7-18(22)24-17-9-15(12(3)4)10-20(17)13(5)8-16(21)19(23)14(20)6/h7-8,14-15,17,19,23H,3,9-10H2,1-2,4-6H3/t14-,15-,17-,19-,20+/m1/s1
• InChI Key: RPRWJJHYAIVFEN-LDAIKLSLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.5805	58.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8429	84.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6976	69.76%
P-glycoprotein inhibitior	-	0.8060	80.60%
P-glycoprotein substrate	-	0.5516	55.16%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.5689	56.89%
CYP2C9 inhibition	-	0.8852	88.52%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	-	0.7622	76.22%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8340	83.40%
Carcinogenicity (trinary)	Non-required	0.6128	61.28%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.9208	92.08%
Skin irritation	+	0.5159	51.59%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5762	57.62%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5065	50.65%
skin sensitisation	+	0.5279	52.79%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4563	45.63%
Acute Oral Toxicity (c)	III	0.5419	54.19%
Estrogen receptor binding	+	0.7390	73.90%
Androgen receptor binding	+	0.5735	57.35%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	+	0.6509	65.09%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	+	0.5315	53.15%
Honey bee toxicity	-	0.6679	66.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	95.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.00%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.60%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.93%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.90%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.79%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.63%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.11%	97.09%

Plants that contains it

• Hyoscyamus albus

Cross-Links

• PubChem: 10592703
• LOTUS: LTS0256726
• wikiData: Q105242994