[(2S)-2,3-dihydroxypropyl] (2E,4E)-5-[(1R,7S,8R,9S)-7-hydroxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoate

Details

• Internal ID: 73ff31c0-6937-4f3c-bca2-e5ba2f812c27
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(2S)-2,3-dihydroxypropyl] (2E,4E)-5-[(1R,7S,8R,9S)-7-hydroxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoate
• SMILES (Canonical): CC1=CCC23CCC(C2(CC1)O)C(OC3=O)(C)C=CC=C(C)C(=O)OCC(CO)O
• SMILES (Isomeric): CC1=CC[C@]23CC[C@H]([C@]2(CC1)O)[C@](OC3=O)(C)/C=C/C=C(\C)/C(=O)OC[C@H](CO)O
• InChI: InChI=1S/C23H32O7/c1-15-6-10-22-11-8-18(23(22,28)12-7-15)21(3,30-20(22)27)9-4-5-16(2)19(26)29-14-17(25)13-24/h4-6,9,17-18,24-25,28H,7-8,10-14H2,1-3H3/b9-4+,16-5+/t17-,18-,21-,22+,23-/m0/s1
• InChI Key: PLTCVTIGYXRXBT-YLSCIFOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₇
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.21480336 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8667	86.67%
Caco-2	-	0.6553	65.53%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6048	60.48%
BSEP inhibitior	+	0.6950	69.50%
P-glycoprotein inhibitior	-	0.5483	54.83%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6885	68.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.8356	83.56%
CYP2C9 inhibition	-	0.7678	76.78%
CYP2C19 inhibition	-	0.8227	82.27%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.7248	72.48%
CYP2C8 inhibition	+	0.4438	44.38%
CYP inhibitory promiscuity	-	0.9703	97.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6853	68.53%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4220	42.20%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6720	67.20%
Acute Oral Toxicity (c)	III	0.4119	41.19%
Estrogen receptor binding	+	0.7234	72.34%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	-	0.6320	63.20%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8987	89.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.97%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.30%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.48%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.27%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	84.12%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.71%	80.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.60%	91.07%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.34%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.22%	93.04%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.21%	94.23%

Plants that contains it

• Pseudolarix amabilis

Cross-Links

• PubChem: 163061397
• LOTUS: LTS0215888
• wikiData: Q105211221