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

Details

• Internal ID: 721da297-91d6-4a5a-b4ab-76811143bdd9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,11R,12R,14R)-5,6-dihydroxy-3,7,11,14-tetramethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-15-oxo-11-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1(C2C1C3C=C(C(C4(C(C(=CC4(C3=O)C(C2)C)C)OC(=O)C(=CC)C)O)O)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC[C@@]1([C@H]2[C@@H]1[C@@H]3C=C([C@H]([C@@]4([C@H](C(=C[C@@]4(C3=O)[C@@H](C2)C)C)OC(=O)/C(=C\C)/C)O)O)C)C
• InChI: InChI=1S/C30H40O7/c1-9-15(3)26(33)36-14-28(8)21-12-19(7)29-13-18(6)25(37-27(34)16(4)10-2)30(29,35)23(31)17(5)11-20(22(21)28)24(29)32/h9-11,13,19-23,25,31,35H,12,14H2,1-8H3/b15-9-,16-10-/t19-,20+,21-,22+,23-,25+,28-,29+,30+/m1/s1
• InChI Key: IMQVWZKEFSFWCH-DYWIKMQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₇
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.27740361 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	-	0.7012	70.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7427	74.27%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9689	96.89%
P-glycoprotein inhibitior	+	0.7825	78.25%
P-glycoprotein substrate	+	0.7094	70.94%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8998	89.98%
CYP3A4 inhibition	-	0.7908	79.08%
CYP2C9 inhibition	-	0.6659	66.59%
CYP2C19 inhibition	-	0.7862	78.62%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.6026	60.26%
CYP2C8 inhibition	+	0.4679	46.79%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.5674	56.74%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4821	48.21%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5158	51.58%
skin sensitisation	-	0.7934	79.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5896	58.96%
Acute Oral Toxicity (c)	III	0.4451	44.51%
Estrogen receptor binding	+	0.7303	73.03%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.5838	58.38%
Glucocorticoid receptor binding	+	0.7656	76.56%
Aromatase binding	+	0.6957	69.57%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.6036	60.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.11%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	97.41%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.98%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.94%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.60%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.11%	82.69%
CHEMBL1871	P10275	Androgen Receptor	83.26%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.05%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.95%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.24%	96.47%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.12%	94.80%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.99%	80.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.85%	85.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.29%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.05%	91.24%

Plants that contains it

• Euphorbia paralias
• Euphorbia segetalis

Cross-Links

• PubChem: 163042250
• LOTUS: LTS0110044
• wikiData: Q105115878