[12-(Acetyloxymethyl)-1-hydroxy-8-(hydroxymethyl)-4,12,15-trimethyl-13-(2-methylpropanoyloxy)-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 2-methylpropanoate

Details

• Internal ID: c984cfd9-cbd4-4b9b-b2d9-0de7773994e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [12-(acetyloxymethyl)-1-hydroxy-8-(hydroxymethyl)-4,12,15-trimethyl-13-(2-methylpropanoyloxy)-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 2-methylpropanoate
• SMILES (Canonical): CC1C(C2(C(C2(C)COC(=O)C)C3C1(C4C=C(C(=O)C4CC(=C3)CO)C)O)OC(=O)C(C)C)OC(=O)C(C)C
• SMILES (Isomeric): CC1C(C2(C(C2(C)COC(=O)C)C3C1(C4C=C(C(=O)C4CC(=C3)CO)C)O)OC(=O)C(C)C)OC(=O)C(C)C
• InChI: InChI=1S/C30H42O9/c1-14(2)26(34)38-25-17(6)29(36)21-9-16(5)23(33)20(21)10-19(12-31)11-22(29)24-28(8,13-37-18(7)32)30(24,25)39-27(35)15(3)4/h9,11,14-15,17,20-22,24-25,31,36H,10,12-13H2,1-8H3
• InChI Key: IADCEPPDLBTECH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₉
• Molecular Weight: 546.60 g/mol
• Exact Mass: 546.28288291 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.7532	75.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7383	73.83%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9093	90.93%
BSEP inhibitior	+	0.9345	93.45%
P-glycoprotein inhibitior	+	0.7776	77.76%
P-glycoprotein substrate	+	0.5737	57.37%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8365	83.65%
CYP2C9 inhibition	-	0.5511	55.11%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.7448	74.48%
CYP2C8 inhibition	+	0.4472	44.72%
CYP inhibitory promiscuity	-	0.7626	76.26%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6873	68.73%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5295	52.95%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5664	56.64%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.5140	51.40%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5690	56.90%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	96.12%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	90.72%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.50%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	87.70%	91.19%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.72%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.54%	88.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.41%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.85%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.44%	91.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.08%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.96%	85.14%
CHEMBL3045	P05771	Protein kinase C beta	81.15%	97.63%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.47%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%

Plants that contains it

• Euphorbia terracina

Cross-Links

• PubChem: 162979384
• LOTUS: LTS0173061
• wikiData: Q105036033