[(1R,2S,4R,5S,6R,8R,10R,11R)-2-acetyloxy-5-[2-[(3S)-2-hydroxyoxolan-3-yl]ethyl]-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 73bfcba7-5adb-4005-92b9-f9e180b7dcb8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R,2S,4R,5S,6R,8R,10R,11R)-2-acetyloxy-5-[2-[(3S)-2-hydroxyoxolan-3-yl]ethyl]-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C23C(CC(O1)CC24CO4)C(C(CC3OC(=O)C)C)(C)CCC5CCOC5O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@@]23[C@H](C[C@@H](O1)C[C@]24CO4)[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)CC[C@H]5CCOC5O
• InChI: InChI=1S/C27H40O8/c1-6-15(2)22(29)35-24-27-20(12-19(34-24)13-26(27)14-32-26)25(5,9-7-18-8-10-31-23(18)30)16(3)11-21(27)33-17(4)28/h6,16,18-21,23-24,30H,7-14H2,1-5H3/b15-6+/t16-,18+,19-,20-,21+,23?,24-,25+,26+,27+/m1/s1
• InChI Key: RCMIEMHQDSMCOM-JFRHTWAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₈
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.27231823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9583	95.83%
Caco-2	-	0.6400	64.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8596	85.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.6739	67.39%
P-glycoprotein inhibitior	+	0.6385	63.85%
P-glycoprotein substrate	+	0.5638	56.38%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.8246	82.46%
CYP2C9 inhibition	-	0.7974	79.74%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8022	80.22%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.8787	87.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.5770	57.70%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4712	47.12%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7715	77.15%
Acute Oral Toxicity (c)	I	0.6847	68.47%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.6584	65.84%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.7500	75.00%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.6780	67.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	97.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.15%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.40%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.09%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.01%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.82%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.42%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.48%	95.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.17%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.61%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.58%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.61%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.66%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.34%	97.25%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.40%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.18%	96.77%

Plants that contains it

• Scutellaria columnae
• Scutellaria galericulata

Cross-Links

• PubChem: 101688135
• LOTUS: LTS0092702
• wikiData: Q105233801