[6,9,11,13,14-pentahydroxy-3,7,10-trimethyl-11-propan-2-yl-12-(1H-pyrrole-2-carbonyloxy)-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-2-yl] 1H-pyrrole-2-carboxylate

Details

• Internal ID: baa5e3c9-8711-4865-acb5-66e4c36b27d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [6,9,11,13,14-pentahydroxy-3,7,10-trimethyl-11-propan-2-yl-12-(1H-pyrrole-2-carbonyloxy)-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-2-yl] 1H-pyrrole-2-carboxylate
• SMILES (Canonical): CC1CCC2(C3(CC4(C5(C(C(C3(C5(C2(C1OC(=O)C6=CC=CN6)O4)O)O)OC(=O)C7=CC=CN7)(C(C)C)O)C)O)C)O
• SMILES (Isomeric): CC1CCC2(C3(CC4(C5(C(C(C3(C5(C2(C1OC(=O)C6=CC=CN6)O4)O)O)OC(=O)C7=CC=CN7)(C(C)C)O)C)O)C)O
• InChI: InChI=1S/C30H38N2O10/c1-15(2)27(37)22(41-21(34)18-9-7-13-32-18)28(38)23(4)14-26(36)24(27,5)30(28,39)29(42-26)19(16(3)10-11-25(23,29)35)40-20(33)17-8-6-12-31-17/h6-9,12-13,15-16,19,22,31-32,35-39H,10-11,14H2,1-5H3
• InChI Key: NQSPKGSAHXUJAL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈N₂O₁₀
• Molecular Weight: 586.60 g/mol
• Exact Mass: 586.25264541 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7185	71.85%
Caco-2	-	0.8157	81.57%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4851	48.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.7166	71.66%
P-glycoprotein inhibitior	+	0.6531	65.31%
P-glycoprotein substrate	+	0.6025	60.25%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8220	82.20%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8775	87.75%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8870	88.70%
CYP2C8 inhibition	+	0.5314	53.14%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.7434	74.34%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6642	66.42%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8907	89.07%
Acute Oral Toxicity (c)	III	0.7162	71.62%
Estrogen receptor binding	+	0.7040	70.40%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.5808	58.08%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	+	0.6987	69.87%
PPAR gamma	+	0.5701	57.01%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9565	95.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.54%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.68%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.40%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.74%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	84.33%	97.79%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.29%	85.30%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.21%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.45%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.41%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.19%	91.07%

Plants that contains it

• Ligularia virgaurea
• Ryania speciosa

Cross-Links

• PubChem: 162884193
• LOTUS: LTS0248857
• wikiData: Q105000780