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

Details

• Internal ID: 9573a9fb-8de7-4ab8-9e69-c4a360006f2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,11R,12S,14R)-12-benzoyloxy-4-[(2R)-2,3-dimethylbutanoyl]oxy-5,6-dihydroxy-3,7,11,14-tetramethyl-15-oxo-11-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate
• SMILES (Canonical): CC1CC2(C(C2(C)COC(=O)C3=CC=CC=C3)C4C=C(C(C5(C1(C4=O)C=C(C5OC(=O)C(C)C(C)C)C)O)O)C)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): C[C@@H]1C[C@@]2([C@@H]([C@]2(C)COC(=O)C3=CC=CC=C3)[C@@H]4C=C([C@H]([C@]5([C@@]1(C4=O)C=C([C@@H]5OC(=O)[C@H](C)C(C)C)C)O)O)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C40H46O9/c1-22(2)26(6)34(43)48-33-24(4)19-38-25(5)20-39(49-36(45)28-16-12-9-13-17-28)30(29(32(38)42)18-23(3)31(41)40(33,38)46)37(39,7)21-47-35(44)27-14-10-8-11-15-27/h8-19,22,25-26,29-31,33,41,46H,20-21H2,1-7H3/t25-,26-,29+,30-,31-,33+,37+,38+,39+,40+/m1/s1
• InChI Key: NJTVEQAFXQUTID-WHSZRPALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆O₉
• Molecular Weight: 670.80 g/mol
• Exact Mass: 670.31418304 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.8164	81.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8404	84.04%
OATP2B1 inhibitior	+	0.5644	56.44%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9921	99.21%
P-glycoprotein inhibitior	+	0.8614	86.14%
P-glycoprotein substrate	+	0.6524	65.24%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.5956	59.56%
CYP2C19 inhibition	-	0.7169	71.69%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.6283	62.83%
CYP2C8 inhibition	+	0.6406	64.06%
CYP inhibitory promiscuity	-	0.7642	76.42%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6687	66.87%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7222	72.22%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5195	51.95%
skin sensitisation	-	0.7860	78.60%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7790	77.90%
Acute Oral Toxicity (c)	III	0.3977	39.77%
Estrogen receptor binding	+	0.7991	79.91%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.6766	67.66%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6484	64.84%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.7418	74.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.99%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.23%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.68%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.25%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.50%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL4072	P07858	Cathepsin B	85.51%	93.67%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.28%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.43%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.55%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.15%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.47%	82.69%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%

Plants that contains it

• Euphorbia esula

Cross-Links

• PubChem: 162879706
• LOTUS: LTS0024982
• wikiData: Q105180309