[(1S,3E,5S,7R,9S,11S,12S,13R,14R)-11-acetyloxy-13-benzoyloxy-1-hydroxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-9-tricyclo[10.3.0.05,7]pentadec-3-enyl] benzoate

Details

• Internal ID: 44a0bf90-0d7a-4a96-a49a-2cf775f2df70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,3E,5S,7R,9S,11S,12S,13R,14R)-11-acetyloxy-13-benzoyloxy-1-hydroxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-9-tricyclo[10.3.0.05,7]pentadec-3-enyl] benzoate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C(=C)C(CC4C(C4(C)C)C=C(C2=O)C)OC(=O)C5=CC=CC=C5)OC(=O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@]2([C@@H]([C@@H]1OC(=O)C3=CC=CC=C3)[C@@H](C(=C)[C@H](C[C@@H]4[C@@H](C4(C)C)/C=C(/C2=O)\C)OC(=O)C5=CC=CC=C5)OC(=O)C)O
• InChI: InChI=1S/C36H40O8/c1-20-17-26-27(35(26,5)6)18-28(43-33(39)24-13-9-7-10-14-24)22(3)31(42-23(4)37)29-30(21(2)19-36(29,41)32(20)38)44-34(40)25-15-11-8-12-16-25/h7-17,21,26-31,41H,3,18-19H2,1-2,4-6H3/b20-17+/t21-,26+,27-,28+,29+,30-,31-,36+/m1/s1
• InChI Key: NELSZIWJYBGDFE-IZMRYEIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀O₈
• Molecular Weight: 600.70 g/mol
• Exact Mass: 600.27231823 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.8093	80.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6436	64.36%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.8306	83.06%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9581	95.81%
P-glycoprotein inhibitior	+	0.9020	90.20%
P-glycoprotein substrate	+	0.5321	53.21%
CYP3A4 substrate	+	0.7118	71.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9082	90.82%
CYP3A4 inhibition	+	0.5938	59.38%
CYP2C9 inhibition	-	0.7647	76.47%
CYP2C19 inhibition	-	0.7234	72.34%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.7349	73.49%
CYP2C8 inhibition	+	0.6864	68.64%
CYP inhibitory promiscuity	-	0.8555	85.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6283	62.83%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6328	63.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7625	76.25%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.5320	53.20%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.3716	37.16%
Estrogen receptor binding	+	0.7347	73.47%
Androgen receptor binding	+	0.6614	66.14%
Thyroid receptor binding	+	0.6758	67.58%
Glucocorticoid receptor binding	+	0.7937	79.37%
Aromatase binding	+	0.5577	55.77%
PPAR gamma	+	0.7570	75.70%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.40%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.73%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.93%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.01%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	90.94%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.78%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.07%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.92%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.36%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.04%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.71%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.20%	97.25%
CHEMBL5028	O14672	ADAM10	83.97%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.66%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.02%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.38%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.74%	97.14%

Plants that contains it

• Euphorbia lathyris

Cross-Links

• PubChem: 163043679
• LOTUS: LTS0189860
• wikiData: Q105178028