(1S,3'S,4R,5R,6S,7R,8S,9R,10S,11R)-5,9,11-trihydroxy-3'-[(1S)-1-hydroxyethyl]-10-(2-hydroxypropan-2-yl)-8-methoxy-7-methylspiro[3-oxatricyclo[5.3.1.04,11]undecane-6,5'-oxolane]-2,2'-dione

Details

• Internal ID: 1ca5eb84-4cd6-49e7-a40d-61ec862a6c92
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3'S,4R,5R,6S,7R,8S,9R,10S,11R)-5,9,11-trihydroxy-3'-[(1S)-1-hydroxyethyl]-10-(2-hydroxypropan-2-yl)-8-methoxy-7-methylspiro[3-oxatricyclo[5.3.1.04,11]undecane-6,5'-oxolane]-2,2'-dione
• SMILES (Canonical): CC(C1CC2(C(C3C4(C2(C(C(C(C4C(=O)O3)C(C)(C)O)O)OC)C)O)O)OC1=O)O
• SMILES (Isomeric): C[C@@H]([C@@H]1C[C@]2([C@@H]([C@@H]3[C@@]4([C@]2([C@@H]([C@@H]([C@H]([C@@H]4C(=O)O3)C(C)(C)O)O)OC)C)O)O)OC1=O)O
• InChI: InChI=1S/C20H30O10/c1-7(21)8-6-19(30-15(8)24)12(23)14-20(27)10(16(25)29-14)9(17(2,3)26)11(22)13(28-5)18(19,20)4/h7-14,21-23,26-27H,6H2,1-5H3/t7-,8-,9-,10+,11+,12+,13+,14+,18-,19+,20-/m0/s1
• InChI Key: CPRHEFQXRLGQGW-AOBBOJIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₀
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.18389715 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.90
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8642	86.42%
Caco-2	-	0.8144	81.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6808	68.08%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.7192	71.92%
P-glycoprotein substrate	+	0.5347	53.47%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.9114	91.14%
CYP2C19 inhibition	-	0.9244	92.44%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.9351	93.51%
CYP2C8 inhibition	-	0.7705	77.05%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5183	51.83%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.7514	75.14%
Skin corrosion	-	0.8758	87.58%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6885	68.85%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7788	77.88%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	+	0.8118	81.18%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5442	54.42%
Glucocorticoid receptor binding	-	0.5902	59.02%
Aromatase binding	+	0.5688	56.88%
PPAR gamma	+	0.6563	65.63%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6659	66.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.36%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.50%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.99%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.67%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.20%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.98%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.86%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.42%	91.03%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.02%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.97%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.76%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.41%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.31%	89.50%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 163072636
• LOTUS: LTS0231915
• wikiData: Q104967710