[(1S,2R,5S,6R,9R,10R,11R,15S,16S,17R)-15-acetyloxy-6-chloro-9-hydroxy-2,11,15-trimethyl-7-methylidene-3,14-dioxo-4,18-dioxatetracyclo[8.7.1.01,5.011,16]octadec-12-en-17-yl] 2-hydroxyacetate

Details

• Internal ID: 226c6cd1-48c0-459b-acee-593c0633903a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2R,5S,6R,9R,10R,11R,15S,16S,17R)-15-acetyloxy-6-chloro-9-hydroxy-2,11,15-trimethyl-7-methylidene-3,14-dioxo-4,18-dioxatetracyclo[8.7.1.01,5.011,16]octadec-12-en-17-yl] 2-hydroxyacetate
• SMILES (Canonical): CC1C(=O)OC2C13C(C4C(C=CC(=O)C4(C)OC(=O)C)(C(O3)C(CC(=C)C2Cl)O)C)OC(=O)CO
• SMILES (Isomeric): C[C@H]1C(=O)O[C@H]2[C@@]13[C@@H]([C@@H]4[C@@](C=CC(=O)[C@@]4(C)OC(=O)C)([C@@H](O3)[C@@H](CC(=C)[C@H]2Cl)O)C)OC(=O)CO
• InChI: InChI=1S/C24H29ClO10/c1-10-8-13(28)18-22(4)7-6-14(29)23(5,34-12(3)27)17(22)20(32-15(30)9-26)24(35-18)11(2)21(31)33-19(24)16(10)25/h6-7,11,13,16-20,26,28H,1,8-9H2,2-5H3/t11-,13+,16+,17+,18-,19+,20+,22+,23+,24+/m0/s1
• InChI Key: UGMOKXHYLFTUHH-LVTPPVSNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₉ClO₁₀
• Molecular Weight: 512.90 g/mol
• Exact Mass: 512.1449248 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.7637	76.37%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6415	64.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8052	80.52%
OATP1B3 inhibitior	+	0.8426	84.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7411	74.11%
P-glycoprotein inhibitior	+	0.6377	63.77%
P-glycoprotein substrate	+	0.6310	63.10%
CYP3A4 substrate	+	0.7150	71.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.5408	54.08%
CYP2C9 inhibition	-	0.8357	83.57%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	+	0.5313	53.13%
CYP inhibitory promiscuity	-	0.7021	70.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8638	86.38%
Carcinogenicity (trinary)	Danger	0.5424	54.24%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.6353	63.53%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3646	36.46%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7775	77.75%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7552	75.52%
Acute Oral Toxicity (c)	III	0.5973	59.73%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7181	71.81%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.7539	75.39%
Aromatase binding	+	0.6834	68.34%
PPAR gamma	+	0.6338	63.38%
Honey bee toxicity	-	0.6766	67.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9250	92.50%

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	97.12%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	96.07%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.34%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	90.67%	89.63%
CHEMBL3045	P05771	Protein kinase C beta	89.38%	97.63%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.21%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.08%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.34%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.86%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	84.82%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.84%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.59%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.79%	97.14%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162848450
• LOTUS: LTS0178624
• wikiData: Q104970275