[(1S,3R,4R,6S,8S,9R,10R,13R,14R,16S)-3,4,6,9,14-pentahydroxy-5,5,9,14-tetramethyl-16-tetracyclo[11.2.1.01,10.04,8]hexadecanyl] propanoate

Details

• Internal ID: afdd872f-4b06-4e66-9547-162f115f7c74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids > Leucothol and grayanotoxane diterpenoids
• IUPAC Name: [(1S,3R,4R,6S,8S,9R,10R,13R,14R,16S)-3,4,6,9,14-pentahydroxy-5,5,9,14-tetramethyl-16-tetracyclo[11.2.1.01,10.04,8]hexadecanyl] propanoate
• SMILES (Canonical): CCC(=O)OC1C2CCC3C1(CC(C4(C(C3(C)O)CC(C4(C)C)O)O)O)CC2(C)O
• SMILES (Isomeric): CCC(=O)O[C@H]1[C@H]2CC[C@@H]3[C@]1(C[C@H]([C@]4([C@H]([C@]3(C)O)C[C@@H](C4(C)C)O)O)O)C[C@@]2(C)O
• InChI: InChI=1S/C23H38O7/c1-6-17(26)30-18-12-7-8-13-21(5,28)14-9-15(24)19(2,3)23(14,29)16(25)10-22(13,18)11-20(12,4)27/h12-16,18,24-25,27-29H,6-11H2,1-5H3/t12-,13+,14+,15+,16-,18+,20-,21-,22+,23+/m1/s1
• InChI Key: UVIOAKNWFGGRCJ-LDZSKUTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.26175355 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	-	0.5971	59.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6813	68.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5717	57.17%
P-glycoprotein inhibitior	-	0.7648	76.48%
P-glycoprotein substrate	-	0.5969	59.69%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.7375	73.75%
CYP2C9 inhibition	-	0.5782	57.82%
CYP2C19 inhibition	-	0.6446	64.46%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7480	74.80%
CYP2C8 inhibition	+	0.4831	48.31%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7198	71.98%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9546	95.46%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4605	46.05%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5682	56.82%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7938	79.38%
Acute Oral Toxicity (c)	III	0.3411	34.11%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	+	0.7111	71.11%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	+	0.7580	75.80%
PPAR gamma	-	0.5191	51.91%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.03%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.07%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.57%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.87%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.11%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.42%	91.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.11%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	87.76%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	84.76%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.21%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.94%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.12%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.23%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.90%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.80%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.42%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.34%	97.50%

Plants that contains it

• Pieris formosa

Cross-Links

• PubChem: 162847290
• LOTUS: LTS0023789
• wikiData: Q105279894