[6-Hydroxy-6-(3-hydroxybutanoyl)-5,11-dimethyl-10-oxo-3,9-dioxatricyclo[6.3.0.02,4]undecan-7-yl] 2-methylbut-2-enoate

Details

• Internal ID: 4a8da60f-5e0a-40a2-a5e8-54bd937defe3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [6-hydroxy-6-(3-hydroxybutanoyl)-5,11-dimethyl-10-oxo-3,9-dioxatricyclo[6.3.0.02,4]undecan-7-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C(C(=O)O2)C)C3C(O3)C(C1(C(=O)CC(C)O)O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2C(C(C(=O)O2)C)C3C(O3)C(C1(C(=O)CC(C)O)O)C
• InChI: InChI=1S/C20H28O8/c1-6-8(2)18(23)28-17-16-13(10(4)19(24)27-16)15-14(26-15)11(5)20(17,25)12(22)7-9(3)21/h6,9-11,13-17,21,25H,7H2,1-5H3
• InChI Key: UFACXRAFFYZVIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₈
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.17841785 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9708	97.08%
Caco-2	-	0.5601	56.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5124	51.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.8918	89.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6592	65.92%
P-glycoprotein inhibitior	-	0.6130	61.30%
P-glycoprotein substrate	-	0.6701	67.01%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.7955	79.55%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	-	0.8562	85.62%
CYP inhibitory promiscuity	-	0.9077	90.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4090	40.90%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.6429	64.29%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.5832	58.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6344	63.44%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5934	59.34%
skin sensitisation	-	0.7318	73.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7584	75.84%
Acute Oral Toxicity (c)	III	0.4053	40.53%
Estrogen receptor binding	+	0.6988	69.88%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5378	53.78%
Glucocorticoid receptor binding	+	0.6151	61.51%
Aromatase binding	-	0.4946	49.46%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6557	65.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8557	85.57%

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	95.97%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.91%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	89.66%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.49%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.92%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.69%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.37%	82.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.80%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.09%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.82%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.44%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.90%	91.19%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.23%	80.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.18%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.72%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.18%	97.14%

Plants that contains it

• Ratibida columnifera

Cross-Links

• PubChem: 162917043
• LOTUS: LTS0058597
• wikiData: Q105271255