[(1R,2S,6R,10S,11R,12S,13S,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,15-trimethyl-12-(2-methylpropanoyloxymethyl)-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 811da7f3-47d2-404f-9c72-0d26cdcff0cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1R,2S,6R,10S,11R,12S,13S,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,15-trimethyl-12-(2-methylpropanoyloxymethyl)-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC12CC(C3(C(C1C2(C)COC(=O)C(C)C)C=C(CC4(C3C=C(C4=O)C)O)CO)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@]12C[C@H]([C@]3([C@H]([C@@H]1[C@@]2(C)COC(=O)C(C)C)C=C(C[C@]4([C@H]3C=C(C4=O)C)O)CO)O)C
• InChI: InChI=1S/C29H40O8/c1-8-16(4)25(33)37-28-11-18(6)29(35)20(22(28)26(28,7)14-36-24(32)15(2)3)10-19(13-30)12-27(34)21(29)9-17(5)23(27)31/h8-10,15,18,20-22,30,34-35H,11-14H2,1-7H3/b16-8-/t18-,20+,21-,22-,26-,27-,28+,29-/m1/s1
• InChI Key: ZDINMEUMDNDKPM-UUIPYTTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₈
• Molecular Weight: 516.60 g/mol
• Exact Mass: 516.27231823 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	-	0.7224	72.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	+	0.9669	96.69%
P-glycoprotein inhibitior	+	0.7180	71.80%
P-glycoprotein substrate	+	0.5385	53.85%
CYP3A4 substrate	+	0.6970	69.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8387	83.87%
CYP2C9 inhibition	+	0.5474	54.74%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8944	89.44%
CYP2C8 inhibition	+	0.4852	48.52%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6897	68.97%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.6515	65.15%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6336	63.36%
Acute Oral Toxicity (c)	III	0.4644	46.44%
Estrogen receptor binding	+	0.7924	79.24%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	+	0.7972	79.72%
Aromatase binding	+	0.8073	80.73%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.6998	69.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	98.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.60%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	96.48%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL325	Q13547	Histone deacetylase 1	92.10%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	90.02%	98.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.93%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.30%	93.00%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.36%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.92%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.90%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.83%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.79%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.76%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%

Plants that contains it

• Euphorbia triangularis

Cross-Links

• PubChem: 20839690
• LOTUS: LTS0251770
• wikiData: Q105372251