[(1R,2R,3R,4S,5S,7R,8R,9R,10R,13S,14S,16R)-1,8,13,16-tetraacetyloxy-2-(2-acetyloxyacetyl)oxy-7,14-dihydroxy-5,9,12,12-tetramethyl-11-oxo-4-tetracyclo[7.6.1.03,7.010,14]hexadecanyl] benzoate

Details

• Internal ID: e30b6e5c-8782-41e1-92ff-35b54604b173
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,2R,3R,4S,5S,7R,8R,9R,10R,13S,14S,16R)-1,8,13,16-tetraacetyloxy-2-(2-acetyloxyacetyl)oxy-7,14-dihydroxy-5,9,12,12-tetramethyl-11-oxo-4-tetracyclo[7.6.1.03,7.010,14]hexadecanyl] benzoate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C4(CC5(C(C(=O)C(C5OC(=O)C)(C)C)C(C2OC(=O)C)(C4OC(=O)C)C)O)OC(=O)C)OC(=O)COC(=O)C)O
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CC=CC=C3)[C@H]([C@@]4(C[C@@]5([C@H](C(=O)C([C@@H]5OC(=O)C)(C)C)[C@]([C@H]2OC(=O)C)([C@H]4OC(=O)C)C)O)OC(=O)C)OC(=O)COC(=O)C)O
• InChI: InChI=1S/C39H48O17/c1-18-15-37(48)26(27(18)55-31(47)24-13-11-10-12-14-24)30(54-25(45)16-50-19(2)40)39(56-23(6)44)17-38(49)28(29(46)35(7,8)32(38)51-20(3)41)36(9,33(37)52-21(4)42)34(39)53-22(5)43/h10-14,18,26-28,30,32-34,48-49H,15-17H2,1-9H3/t18-,26+,27-,28+,30+,32-,33+,34+,36+,37+,38-,39+/m0/s1
• InChI Key: OKUOZMUXYVGYRY-WISGNKDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₈O₁₇
• Molecular Weight: 788.80 g/mol
• Exact Mass: 788.28915006 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	-	0.8425	84.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7249	72.49%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.8936	89.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9863	98.63%
P-glycoprotein inhibitior	+	0.8487	84.87%
P-glycoprotein substrate	+	0.6250	62.50%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.8966	89.66%
CYP2C9 inhibition	-	0.7746	77.46%
CYP2C19 inhibition	-	0.8533	85.33%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.7406	74.06%
CYP2C8 inhibition	+	0.7474	74.74%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6117	61.17%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7204	72.04%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3972	39.72%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7589	75.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5209	52.09%
Acute Oral Toxicity (c)	III	0.5872	58.72%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.8045	80.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.33%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.77%	83.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.73%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.00%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.64%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.38%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.06%	90.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.23%	92.67%
CHEMBL5028	O14672	ADAM10	83.58%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.25%	93.03%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.45%	92.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.90%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.40%	94.62%

Plants that contains it

• Euphorbia paralias

Cross-Links

• PubChem: 163037113
• LOTUS: LTS0153323
• wikiData: Q105193773