[(1S,4S,5R,6R,9S,10R,12S,14R)-7-(hexanoyloxymethyl)-4,5,6-trihydroxy-3,11,11,14-tetramethyl-15-oxo-12-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] dodecanoate

Details

• Internal ID: 723be4b4-a805-4a19-b76b-ee46e0358c1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5R,6R,9S,10R,12S,14R)-7-(hexanoyloxymethyl)-4,5,6-trihydroxy-3,11,11,14-tetramethyl-15-oxo-12-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] dodecanoate
• SMILES (Canonical): CCCCCCCCCCCC(=O)OC12CC(C34C=C(C(C3(C(C(=CC(C1C2(C)C)C4=O)COC(=O)CCCCC)O)O)O)C)C
• SMILES (Isomeric): CCCCCCCCCCCC(=O)O[C@@]12C[C@H]([C@]34C=C([C@@H]([C@]3([C@@H](C(=C[C@@H]([C@@H]1C2(C)C)C4=O)COC(=O)CCCCC)O)O)O)C)C
• InChI: InChI=1S/C38H60O8/c1-7-9-11-12-13-14-15-16-18-20-30(40)46-37-23-26(4)36-22-25(3)32(41)38(36,44)33(42)27(24-45-29(39)19-17-10-8-2)21-28(34(36)43)31(37)35(37,5)6/h21-22,26,28,31-33,41-42,44H,7-20,23-24H2,1-6H3/t26-,28+,31-,32+,33-,36+,37+,38-/m1/s1
• InChI Key: ZZCURNYNYCQNLR-FYTNZWFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₈
• Molecular Weight: 644.90 g/mol
• Exact Mass: 644.42881887 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.53
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.8024	80.24%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8083	80.83%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9099	90.99%
P-glycoprotein inhibitior	+	0.7663	76.63%
P-glycoprotein substrate	+	0.6870	68.70%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7817	78.17%
CYP2C9 inhibition	+	0.7707	77.07%
CYP2C19 inhibition	-	0.7595	75.95%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.6979	69.79%
CYP2C8 inhibition	+	0.5813	58.13%
CYP inhibitory promiscuity	-	0.8685	86.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.5970	59.70%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3687	36.87%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6608	66.08%
Acute Oral Toxicity (c)	III	0.4109	41.09%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	-	0.5629	56.29%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.8540	85.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7584	75.84%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2996	Q05655	Protein kinase C delta	98.85%	97.79%
CHEMBL230	P35354	Cyclooxygenase-2	98.39%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	95.43%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.83%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.92%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.52%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	90.48%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.29%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.32%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	86.12%	97.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.85%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.73%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.27%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.25%	92.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.22%	100.00%

Plants that contains it

• Euphorbia cornigera

Cross-Links

• PubChem: 59052902
• LOTUS: LTS0112901
• wikiData: Q105386684