[15-Acetyloxy-10-hydroxy-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-2-(2-methylpropanoyloxy)-8-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] 2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 1935db74-8c46-4541-aaac-540ec44ffa6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [15-acetyloxy-10-hydroxy-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-2-(2-methylpropanoyloxy)-8-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] 2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2CCC(C3C2(C4(CCC5CC4(C(C3)OC(=O)C(C)C)C(C5=C)OC(=O)C)O)C)(C)C(=O)OC
• SMILES (Isomeric): CC1C(O1)(C)C(=O)OC2CCC(C3C2(C4(CCC5CC4(C(C3)OC(=O)C(C)C)C(C5=C)OC(=O)C)O)C)(C)C(=O)OC
• InChI: InChI=1S/C32H46O10/c1-16(2)25(34)40-23-14-21-28(6,26(35)38-9)12-11-22(41-27(36)30(8)18(4)42-30)29(21,7)32(37)13-10-20-15-31(23,32)24(17(20)3)39-19(5)33/h16,18,20-24,37H,3,10-15H2,1-2,4-9H3
• InChI Key: JUWOSBKVIMBXPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₀
• Molecular Weight: 590.70 g/mol
• Exact Mass: 590.30909766 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.7727	77.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6818	68.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.8544	85.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6603	66.03%
BSEP inhibitior	+	0.8069	80.69%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.5885	58.85%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	+	0.5830	58.30%
CYP2C9 inhibition	-	0.5196	51.96%
CYP2C19 inhibition	-	0.6009	60.09%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.5964	59.64%
CYP2C8 inhibition	+	0.4468	44.68%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8782	87.82%
Skin irritation	-	0.5469	54.69%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4215	42.15%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.7862	78.62%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4676	46.76%
Acute Oral Toxicity (c)	III	0.2974	29.74%
Estrogen receptor binding	+	0.7581	75.81%
Androgen receptor binding	+	0.7523	75.23%
Thyroid receptor binding	+	0.5569	55.69%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	+	0.7282	72.82%
PPAR gamma	+	0.7056	70.56%
Honey bee toxicity	-	0.6391	63.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	97.71%	97.25%
CHEMBL3837	P07711	Cathepsin L	96.42%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.95%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.44%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.12%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	90.12%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.08%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.05%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.63%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	87.49%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.03%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.73%	91.07%
CHEMBL2581	P07339	Cathepsin D	86.69%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.18%	94.75%
CHEMBL4072	P07858	Cathepsin B	85.94%	93.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.45%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.78%	95.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.11%	99.00%
CHEMBL5028	O14672	ADAM10	84.00%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.77%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.62%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.37%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.82%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.42%	98.05%
CHEMBL299	P17252	Protein kinase C alpha	80.60%	98.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.06%	97.56%

Plants that contains it

• Platycarphella carlinoides

Cross-Links

• PubChem: 14396764
• LOTUS: LTS0226802
• wikiData: Q105135478