[(1R,2S,4R,5S,6R,7S,8S,10R,11R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-2,10-diacetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-7-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 87e2a0d1-f689-4fcc-bd7d-9e2456f71390
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,4R,5S,6R,7S,8S,10R,11R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-2,10-diacetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-7-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC3(CO3)C4(C1C(C(CC4OC(=O)C)C)(C)C5CC6CCOC6O5)C(O2)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@@H]2C[C@]3(CO3)[C@]4([C@H]1[C@@]([C@@H](C[C@@H]4OC(=O)C)C)(C)[C@@H]5C[C@H]6CCO[C@H]6O5)[C@H](O2)OC(=O)C
• InChI: InChI=1S/C29H40O10/c1-7-14(2)24(32)39-22-19-12-28(13-34-28)29(26(37-19)36-17(5)31)21(35-16(4)30)10-15(3)27(6,23(22)29)20-11-18-8-9-33-25(18)38-20/h7,15,18-23,25-26H,8-13H2,1-6H3/b14-7+/t15-,18-,19+,20+,21+,22-,23-,25+,26+,27-,28+,29-/m1/s1
• InChI Key: HQNGCIIIIJNROG-ZWDVYROGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₀
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.26214747 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.7175	71.75%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8315	83.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8993	89.93%
P-glycoprotein inhibitior	+	0.8079	80.79%
P-glycoprotein substrate	+	0.5844	58.44%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.7778	77.78%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8211	82.11%
CYP2C8 inhibition	+	0.6232	62.32%
CYP inhibitory promiscuity	-	0.8419	84.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8946	89.46%
Skin irritation	-	0.6469	64.69%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7160	71.60%
Acute Oral Toxicity (c)	I	0.5040	50.40%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.6547	65.47%
Thyroid receptor binding	+	0.5519	55.19%
Glucocorticoid receptor binding	+	0.7900	79.00%
Aromatase binding	+	0.7555	75.55%
PPAR gamma	+	0.7838	78.38%
Honey bee toxicity	-	0.7019	70.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	97.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.59%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.78%	97.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.25%	95.69%
CHEMBL340	P08684	Cytochrome P450 3A4	91.17%	91.19%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	90.44%	98.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.48%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.65%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.56%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.04%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.26%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.68%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.62%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.70%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.61%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.57%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.48%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.60%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.57%	89.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.16%	98.75%

Plants that contains it

• Scutellaria galericulata

Cross-Links

• PubChem: 102056205
• LOTUS: LTS0015855
• wikiData: Q105032326