[(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-4,13-diacetyloxy-9-benzoyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] pyridine-3-carboxylate

Details

• Internal ID: 36de3b04-699d-4f3a-b2f1-beb489291d38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-4,13-diacetyloxy-9-benzoyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CC23C(=O)C(C(C4C(C4(C)C)C(C(C(=CC2(C1OC(=O)C)O3)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1C[C@]23C(=O)[C@@H]([C@@H]([C@@H]4[C@@H](C4(C)C)[C@@H]([C@@H](/C(=C/[C@@]2([C@H]1OC(=O)C)O3)/C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6)OC(=O)C)C
• InChI: InChI=1S/C37H41NO10/c1-19-16-37-32(45-23(5)40)20(2)17-36(37,48-37)31(41)21(3)29(44-22(4)39)26-27(35(26,6)7)30(47-34(43)25-14-11-15-38-18-25)28(19)46-33(42)24-12-9-8-10-13-24/h8-16,18,20-21,26-30,32H,17H2,1-7H3/b19-16+/t20-,21+,26-,27+,28+,29-,30-,32-,36-,37-/m0/s1
• InChI Key: YLABXLIBUBLBLD-HSQFRNMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₁NO₁₀
• Molecular Weight: 659.70 g/mol
• Exact Mass: 659.27304650 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	-	0.8095	80.95%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6332	63.32%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9182	91.82%
P-glycoprotein substrate	-	0.5064	50.64%
CYP3A4 substrate	+	0.6771	67.71%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.6140	61.40%
CYP2C9 inhibition	-	0.7649	76.49%
CYP2C19 inhibition	-	0.6044	60.44%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.6367	63.67%
CYP2C8 inhibition	+	0.8156	81.56%
CYP inhibitory promiscuity	+	0.5723	57.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4052	40.52%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.7711	77.11%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3821	38.21%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.7174	71.74%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7372	73.72%
Acute Oral Toxicity (c)	III	0.5227	52.27%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.7049	70.49%
Thyroid receptor binding	+	0.6973	69.73%
Glucocorticoid receptor binding	+	0.7971	79.71%
Aromatase binding	+	0.5866	58.66%
PPAR gamma	+	0.7592	75.92%
Honey bee toxicity	-	0.7960	79.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	98.22%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.20%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.69%	99.23%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.57%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.18%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.16%	81.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.98%	83.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.54%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.23%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.99%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.71%	94.00%
CHEMBL5028	O14672	ADAM10	83.89%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.02%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.92%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.46%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.23%	93.00%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%

Plants that contains it

• Euphorbia nivulia

Cross-Links

• PubChem: 643638
• LOTUS: LTS0198777
• wikiData: Q105349999