[2-[(1R,2S,3S,4R,7S,8R,9S,11S,13S,14R,17R)-2,7-diacetyloxy-13-chloro-8,17-dimethyl-12-methylidene-16-oxospiro[15,18-dioxatetracyclo[9.6.1.01,14.03,8]octadecane-4,2'-oxirane]-9-yl]oxy-2-oxoethyl] (2S)-2-methylbutanoate

Details

• Internal ID: a6ef4775-932b-4ab7-a58d-219ec55beb58
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [2-[(1R,2S,3S,4R,7S,8R,9S,11S,13S,14R,17R)-2,7-diacetyloxy-13-chloro-8,17-dimethyl-12-methylidene-16-oxospiro[15,18-dioxatetracyclo[9.6.1.01,14.03,8]octadecane-4,2'-oxirane]-9-yl]oxy-2-oxoethyl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC(=O)OC1CC2C(=C)C(C3C(O2)(C(C(=O)O3)C)C(C4C1(C(CCC45CO5)OC(=O)C)C)OC(=O)C)Cl
• SMILES (Isomeric): CC[C@H](C)C(=O)OCC(=O)O[C@H]1C[C@H]2C(=C)[C@@H]([C@H]3[C@@](O2)([C@H](C(=O)O3)C)[C@H]([C@@H]4[C@@]1([C@H](CC[C@]45CO5)OC(=O)C)C)OC(=O)C)Cl
• InChI: InChI=1S/C31H41ClO12/c1-8-14(2)27(36)38-12-22(35)42-21-11-19-15(3)23(32)25-31(44-19,16(4)28(37)43-25)26(41-18(6)34)24-29(21,7)20(40-17(5)33)9-10-30(24)13-39-30/h14,16,19-21,23-26H,3,8-13H2,1-2,4-7H3/t14-,16-,19-,20-,21-,23-,24+,25-,26-,29+,30-,31-/m0/s1
• InChI Key: SUKCFMZLAMJTJM-BYVJBQGVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₁ClO₁₂
• Molecular Weight: 641.10 g/mol
• Exact Mass: 640.2286544 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.8058	80.58%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6430	64.30%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8040	80.40%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9534	95.34%
P-glycoprotein inhibitior	+	0.8224	82.24%
P-glycoprotein substrate	+	0.6484	64.84%
CYP3A4 substrate	+	0.7127	71.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.8207	82.07%
CYP2C9 inhibition	-	0.7921	79.21%
CYP2C19 inhibition	-	0.7432	74.32%
CYP2D6 inhibition	-	0.8907	89.07%
CYP1A2 inhibition	-	0.7633	76.33%
CYP2C8 inhibition	+	0.6693	66.93%
CYP inhibitory promiscuity	-	0.7394	73.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9038	90.38%
Carcinogenicity (trinary)	Non-required	0.5038	50.38%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.6251	62.51%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5394	53.94%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7489	74.89%
Acute Oral Toxicity (c)	III	0.5360	53.60%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	+	0.5392	53.92%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	+	0.7287	72.87%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.6584	65.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.04%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	94.10%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.18%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	91.40%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.38%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.16%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	89.94%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.80%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.75%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.58%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.01%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.54%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.54%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.52%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.34%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.26%	89.34%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.26%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.10%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.84%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.64%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.45%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.30%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.83%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.21%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.77%	97.28%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.44%	91.24%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.54%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	80.16%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106044
• LOTUS: LTS0117553
• wikiData: Q105261025