[(1S,2S,3R,4R,7R,8S,12S,13S,14S,17S)-2,14-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] acetate

Details

• Internal ID: baf8b82e-3716-47a2-9fed-ed7fb7a9b9a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2S,3R,4R,7R,8S,12S,13S,14S,17S)-2,14-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] acetate
• SMILES (Canonical): CC1C(=O)OC2C1(C(C3C(C(CCC(=C)C2Cl)OC(=O)C)(C(CCC34CO4)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): C[C@H]1C(=O)O[C@@H]2[C@@]1([C@H]([C@@H]3[C@@]([C@H](CCC(=C)[C@@H]2Cl)OC(=O)C)([C@H](CC[C@@]34CO4)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C26H35ClO10/c1-12-7-8-17(34-14(3)28)24(6)18(35-15(4)29)9-10-25(11-33-25)20(24)22(36-16(5)30)26(32)13(2)23(31)37-21(26)19(12)27/h13,17-22,32H,1,7-11H2,2-6H3/t13-,17-,18-,19-,20+,21-,22-,24-,25+,26-/m0/s1
• InChI Key: HONCJSMMDBFKAX-XDIZXXIHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₅ClO₁₀
• Molecular Weight: 543.00 g/mol
• Exact Mass: 542.1918750 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.7311	73.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7608	76.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5971	59.71%
P-glycoprotein inhibitior	+	0.7042	70.42%
P-glycoprotein substrate	-	0.6242	62.42%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.8996	89.96%
CYP2C9 inhibition	-	0.8051	80.51%
CYP2C19 inhibition	-	0.8438	84.38%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.6814	68.14%
CYP2C8 inhibition	+	0.4936	49.36%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8782	87.82%
Carcinogenicity (trinary)	Non-required	0.4353	43.53%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.6177	61.77%
Skin corrosion	-	0.8928	89.28%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4136	41.36%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8728	87.28%
Acute Oral Toxicity (c)	III	0.5507	55.07%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.6449	64.49%
Thyroid receptor binding	+	0.5434	54.34%
Glucocorticoid receptor binding	+	0.7590	75.90%
Aromatase binding	+	0.6837	68.37%
PPAR gamma	+	0.7569	75.69%
Honey bee toxicity	-	0.6462	64.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	95.76%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.15%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.50%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.97%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.84%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.67%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.34%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.28%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.84%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.80%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.33%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.96%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	81.64%	92.50%

Plants that contains it

• Anisomeles indica

Cross-Links

• PubChem: 11180285
• NPASS: NPC13791