[(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-9,13-diacetyloxy-3,6,6,10,14-pentamethyl-4-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] 2-methylbutanoate

Details

• Internal ID: bd2b8564-abc5-45f1-af4a-1d86c5d2b980
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-9,13-diacetyloxy-3,6,6,10,14-pentamethyl-4-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C2(C)C)C(C(C(=O)C34CC(C(C3(O4)C=C(C1OC(=O)C)C)OC(=O)C)C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1[C@H]2[C@H](C2(C)C)[C@H]([C@H](C(=O)[C@@]34C[C@@H]([C@@H]([C@@]3(O4)/C=C(/[C@H]1OC(=O)C)\C)OC(=O)C)C)C)OC(=O)/C(=C/C)/C
• InChI: InChI=1S/C34H48O10/c1-12-16(3)30(38)42-26-20(7)28(37)33-15-19(6)29(41-22(9)36)34(33,44-33)14-18(5)25(40-21(8)35)27(24-23(26)32(24,10)11)43-31(39)17(4)13-2/h12,14,17,19-20,23-27,29H,13,15H2,1-11H3/b16-12+,18-14+/t17?,19-,20+,23-,24+,25+,26-,27-,29-,33-,34-/m0/s1
• InChI Key: OYJIRPDIKPGGLA-JJCNZDQMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₀
• Molecular Weight: 616.70 g/mol
• Exact Mass: 616.32474772 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 10
• 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	+	0.9832	98.32%
Caco-2	-	0.7725	77.25%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8030	80.30%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.9074	90.74%
P-glycoprotein substrate	+	0.6244	62.44%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.6328	63.28%
CYP2C9 inhibition	-	0.7693	76.93%
CYP2C19 inhibition	-	0.6196	61.96%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.7980	79.80%
CYP2C8 inhibition	+	0.4859	48.59%
CYP inhibitory promiscuity	-	0.6603	66.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8825	88.25%
Skin irritation	-	0.6773	67.73%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4244	42.44%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5965	59.65%
skin sensitisation	-	0.5579	55.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8180	81.80%
Acute Oral Toxicity (c)	III	0.5820	58.20%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7268	72.68%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.7315	73.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9453	94.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.60%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	92.72%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.68%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.16%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.23%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.06%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.02%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.16%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.08%	80.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.92%	97.21%

Plants that contains it

• Euphorbia caerulescens

Cross-Links

• PubChem: 44559781
• LOTUS: LTS0108923
• wikiData: Q105203350