[(1R,3E,5S,7S,11R,12R,13S,14S)-1,11-diacetyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-13-tricyclo[10.3.0.05,7]pentadec-3-enyl] pyridine-3-carboxylate

Details

• Internal ID: a4b497a7-a7f1-4395-adcf-72d11dacbac5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3E,5S,7S,11R,12R,13S,14S)-1,11-diacetyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-13-tricyclo[10.3.0.05,7]pentadec-3-enyl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CN=CC=C3)C(C(=C)CCC4C(C4(C)C)C=C(C2=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CN=CC=C3)[C@H](C(=C)CC[C@H]4[C@@H](C4(C)C)/C=C(/C2=O)\C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C30H37NO7/c1-16-10-11-22-23(29(22,6)7)13-17(2)27(34)30(38-20(5)33)14-18(3)26(24(30)25(16)36-19(4)32)37-28(35)21-9-8-12-31-15-21/h8-9,12-13,15,18,22-26H,1,10-11,14H2,2-7H3/b17-13+/t18-,22-,23-,24-,25-,26-,30+/m0/s1
• InChI Key: PJHBZROILRCFRB-BGUKDOPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₇NO₇
• Molecular Weight: 523.60 g/mol
• Exact Mass: 523.25700252 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.6926	69.26%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9513	95.13%
P-glycoprotein inhibitior	+	0.8922	89.22%
P-glycoprotein substrate	+	0.5337	53.37%
CYP3A4 substrate	+	0.7011	70.11%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	+	0.6156	61.56%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.6309	63.09%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	+	0.5685	56.85%
CYP2C8 inhibition	+	0.7926	79.26%
CYP inhibitory promiscuity	-	0.6538	65.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.6609	66.09%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6487	64.87%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.7096	70.96%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7355	73.55%
Acute Oral Toxicity (c)	III	0.5417	54.17%
Estrogen receptor binding	+	0.6905	69.05%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.5711	57.11%
PPAR gamma	+	0.6956	69.56%
Honey bee toxicity	-	0.7008	70.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5549	55.49%
Fish aquatic toxicity	+	0.9405	94.05%

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	97.27%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.46%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	95.24%	97.79%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.08%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.01%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.37%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.97%	89.34%
CHEMBL3524	P56524	Histone deacetylase 4	84.84%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.60%	96.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.40%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.07%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.63%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.07%	95.71%
CHEMBL5028	O14672	ADAM10	80.75%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.14%	96.39%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.12%	83.00%

Plants that contains it

• Bruguiera cylindrica
• Ecbolium ligustrinum
• Euphorbia lathyris
• Jacobaea arnautorum
• Kalanchoe marmorata
• Littorella uniflora
• Machilus robusta
• Phegopteris subaurita
• Symphytum tuberosum
• Thymus quinquecostatus var. przewalskii
• Thymus transcaucasicus

Cross-Links

• PubChem: 100933329
• NPASS: NPC143569