[(1R,2R,6R,10S,11R,13S,14R,15R)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-14-[(E)-2-methylbut-2-enoyl]oxy-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] decanoate

Details

• Internal ID: 1927b65f-d97d-4a20-95ed-1100c0e27522
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1R,2R,6R,10S,11R,13S,14R,15R)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-14-[(E)-2-methylbut-2-enoyl]oxy-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] decanoate
• InChI: InChI=1S/C35H52O7/c1-8-10-11-12-13-14-15-16-28(37)42-35-30(33(35,6)7)27-19-24(20-36)18-25-26(17-22(4)29(25)38)34(27,40)23(5)31(35)41-32(39)21(3)9-2/h9,17,19,23,25-27,30-31,36,40H,8,10-16,18,20H2,1-7H3/b21-9+/t23-,25-,26-,27+,30-,31-,34+,35-/m1/s1
• InChI Key: NFCYJOSYKJZRIJ-UHNTWSMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₇
• Molecular Weight: 584.80 g/mol
• Exact Mass: 584.37130399 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.02
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.7449	74.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8473	84.73%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8067	80.67%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6233	62.33%
BSEP inhibitior	+	0.9392	93.92%
P-glycoprotein inhibitior	+	0.8386	83.86%
P-glycoprotein substrate	+	0.6915	69.15%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.6635	66.35%
CYP2C9 inhibition	+	0.7921	79.21%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.8135	81.35%
CYP2C8 inhibition	+	0.6448	64.48%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6478	64.78%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.5438	54.38%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4416	44.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6484	64.84%
Acute Oral Toxicity (c)	III	0.4640	46.40%
Estrogen receptor binding	+	0.7395	73.95%
Androgen receptor binding	+	0.7207	72.07%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	+	0.8112	81.12%
Aromatase binding	+	0.7156	71.56%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7041	70.41%
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	98.78%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	97.86%	98.03%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.87%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.04%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL325	Q13547	Histone deacetylase 1	90.44%	95.92%
CHEMBL3045	P05771	Protein kinase C beta	90.31%	97.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.61%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.84%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.48%	85.94%
CHEMBL5255	O00206	Toll-like receptor 4	87.30%	92.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.05%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.67%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.49%	93.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.01%	88.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.38%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	82.03%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.59%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.23%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.12%	94.33%

Plants that contains it

• Croton tiglium

Cross-Links

• PubChem: 73351893
• NPASS: NPC10721
• LOTUS: LTS0213701
• wikiData: Q105178378