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

Details

• Internal ID: bfff8df7-2565-4620-8c29-c8a84521c1b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,12R,14R)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-propanoyloxy-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC1=CC2C3C(C3(C)C)CC(C4(C2=O)C=C(C(C4(C1O)O)OC(=O)CC)C)C
• SMILES (Isomeric): CC[C@H](C)C(=O)OCC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]4(C2=O)C=C([C@@H]([C@]4([C@@H]1O)O)OC(=O)CC)C)C
• InChI: InChI=1S/C28H40O7/c1-8-14(3)25(32)34-13-17-11-18-21-19(26(21,6)7)10-16(5)27(23(18)31)12-15(4)24(35-20(29)9-2)28(27,33)22(17)30/h11-12,14,16,18-19,21-22,24,30,33H,8-10,13H2,1-7H3/t14-,16+,18-,19+,21-,22+,24-,27-,28-/m0/s1
• InChI Key: TYXDPCKDLIRBPC-PQIKDGLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.6582	65.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7693	76.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.8943	89.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8420	84.20%
P-glycoprotein inhibitior	+	0.6680	66.80%
P-glycoprotein substrate	+	0.7951	79.51%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7192	71.92%
CYP2C9 inhibition	+	0.5282	52.82%
CYP2C19 inhibition	-	0.7531	75.31%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.6596	65.96%
CYP2C8 inhibition	+	0.5276	52.76%
CYP inhibitory promiscuity	-	0.8775	87.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5350	53.50%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5180	51.80%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7974	79.74%
Acute Oral Toxicity (c)	III	0.4194	41.94%
Estrogen receptor binding	+	0.7535	75.35%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	+	0.5399	53.99%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.7166	71.66%
PPAR gamma	+	0.6222	62.22%
Honey bee toxicity	-	0.5929	59.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	99.56%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.83%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.95%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.03%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.02%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.97%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.01%	97.21%
CHEMBL236	P41143	Delta opioid receptor	82.41%	99.35%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.71%	92.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.68%	90.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.56%	95.89%

Plants that contains it

• Euphorbia cotinifolia

Cross-Links

• PubChem: 163015742
• LOTUS: LTS0255602
• wikiData: Q105267780