[(E,1R)-5-hydroxy-1-[(2S,3R)-2-[(E)-3-hydroxy-2-methylprop-1-enyl]-4-methylidene-5-oxooxolan-3-yl]-3-methylpent-3-enyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: f471c533-8714-46bc-a1e9-4a3cccc67b3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(E,1R)-5-hydroxy-1-[(2S,3R)-2-[(E)-3-hydroxy-2-methylprop-1-enyl]-4-methylidene-5-oxooxolan-3-yl]-3-methylpent-3-enyl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O6/c1-6-14(4)19(23)25-16(9-12(2)7-8-21)18-15(5)20(24)26-17(18)10-13(3)11-22/h6-7,10,16-18,21-22H,5,8-9,11H2,1-4H3/b12-7+,13-10+,14-6-/t16-,17+,18-/m1/s1
• InChI Key: GHEIESSKOYFMTB-CACSTRHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	+	0.6302	63.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5245	52.45%
P-glycoprotein inhibitior	-	0.4580	45.80%
P-glycoprotein substrate	-	0.7803	78.03%
CYP3A4 substrate	+	0.5917	59.17%
CYP2C9 substrate	-	0.5873	58.73%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.7052	70.52%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.7579	75.79%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	-	0.7274	72.74%
CYP2C8 inhibition	-	0.7625	76.25%
CYP inhibitory promiscuity	-	0.8144	81.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.8594	85.94%
Skin irritation	-	0.6768	67.68%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.5476	54.76%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5891	58.91%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.8195	81.95%
Acute Oral Toxicity (c)	III	0.5340	53.40%
Estrogen receptor binding	-	0.6161	61.61%
Androgen receptor binding	-	0.5312	53.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5999	59.99%
Aromatase binding	-	0.5412	54.12%
PPAR gamma	-	0.5497	54.97%
Honey bee toxicity	-	0.7768	77.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.38%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.47%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.23%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.87%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.14%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.79%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.45%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.43%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.41%	94.80%

Plants that contains it

• Liatris pycnostachya

Cross-Links

• PubChem: 162955144
• LOTUS: LTS0258262
• wikiData: Q105008473