[(1S,2R,3R,4S,5S,7R,8R,9R,12R,13S,14S,17S)-2,7,9-triacetyloxy-13-chloro-12-(iodomethyl)-8,17-dimethyl-16-oxospiro[15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadecane-4,2'-oxirane]-5-yl] 3-methylbutanoate

Details

• Internal ID: 287ec5e7-dcfd-4c8a-ac59-ba00621cc597
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2R,3R,4S,5S,7R,8R,9R,12R,13S,14S,17S)-2,7,9-triacetyloxy-13-chloro-12-(iodomethyl)-8,17-dimethyl-16-oxospiro[15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadecane-4,2'-oxirane]-5-yl] 3-methylbutanoate
• SMILES (Canonical): CC1C(=O)OC2C13C(C4C(C(CCC(C2Cl)(O3)CI)OC(=O)C)(C(CC(C45CO5)OC(=O)CC(C)C)OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C(=O)O[C@H]2[C@@]13[C@@H]([C@H]4[C@]([C@@H](CC[C@]([C@H]2Cl)(O3)CI)OC(=O)C)([C@@H](C[C@@H]([C@@]45CO5)OC(=O)CC(C)C)OC(=O)C)C)OC(=O)C
• InChI: InChI=1S/C31H42ClIO12/c1-14(2)10-22(37)43-21-11-20(41-17(5)35)28(7)19(40-16(4)34)8-9-29(12-33)24(32)26-31(45-29,15(3)27(38)44-26)25(42-18(6)36)23(28)30(21)13-39-30/h14-15,19-21,23-26H,8-13H2,1-7H3/t15-,19-,20-,21+,23+,24+,25-,26-,28-,29+,30+,31+/m1/s1
• InChI Key: MMKVPTYBNWIWFP-DRGBEWJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂ClIO₁₂
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.14095 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.44
• 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	+	0.9702	97.02%
Caco-2	-	0.7953	79.53%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7028	70.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	+	0.7851	78.51%
P-glycoprotein substrate	+	0.6311	63.11%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.7307	73.07%
CYP2C19 inhibition	-	0.7027	70.27%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.7857	78.57%
CYP2C8 inhibition	+	0.6180	61.80%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7882	78.82%
Carcinogenicity (trinary)	Non-required	0.4490	44.90%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.8719	87.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4524	45.24%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5021	50.21%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6956	69.56%
Thyroid receptor binding	+	0.5884	58.84%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.7263	72.63%
PPAR gamma	+	0.7431	74.31%
Honey bee toxicity	-	0.6556	65.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.22%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.85%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.43%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.04%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.99%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.29%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	87.54%	98.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.13%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.05%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.76%	92.62%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.90%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.75%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.71%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.59%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.15%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.09%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.03%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.94%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.81%	96.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.64%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.34%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.09%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.76%	95.71%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.40%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.29%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163037925
• LOTUS: LTS0103887
• wikiData: Q105167851