(1S,4S,5R,9S,10R,13R,14S)-5,9-dimethyl-14-(3-methylbutanoyloxymethyl)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 0f62dcb5-34bc-4d94-9075-55cc3721e723
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9S,10R,13R,14S)-5,9-dimethyl-14-(3-methylbutanoyloxymethyl)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC(C)CC(=O)OCC1CC23CCC4C(C2CCC1C3)(CCCC4(C)C(=O)O)C
• SMILES (Isomeric): CC(C)CC(=O)OC[C@H]1C[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@@H]1C3)(CCC[C@@]4(C)C(=O)O)C
• InChI: InChI=1S/C25H40O4/c1-16(2)12-21(26)29-15-18-14-25-11-8-19-23(3,20(25)7-6-17(18)13-25)9-5-10-24(19,4)22(27)28/h16-20H,5-15H2,1-4H3,(H,27,28)/t17-,18-,19+,20+,23-,24-,25+/m1/s1
• InChI Key: ZOILZTWSQHWPGH-NHEUJGHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₄
• Molecular Weight: 404.60 g/mol
• Exact Mass: 404.29265975 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.6112	61.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8196	81.96%
OATP2B1 inhibitior	-	0.7255	72.55%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6614	66.14%
BSEP inhibitior	+	0.7498	74.98%
P-glycoprotein inhibitior	-	0.5420	54.20%
P-glycoprotein substrate	-	0.6084	60.84%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.5865	58.65%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8921	89.21%
CYP2C9 inhibition	-	0.6172	61.72%
CYP2C19 inhibition	-	0.8363	83.63%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.8358	83.58%
CYP2C8 inhibition	-	0.6945	69.45%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7114	71.14%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6601	66.01%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8114	81.14%
Acute Oral Toxicity (c)	III	0.6705	67.05%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.5373	53.73%
Thyroid receptor binding	+	0.6093	60.93%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.6126	61.26%
PPAR gamma	-	0.5158	51.58%
Honey bee toxicity	-	0.8633	86.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9964	99.64%

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	98.15%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.71%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL268	P43235	Cathepsin K	90.52%	96.85%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.66%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	87.32%	98.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.42%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.41%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.32%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	85.28%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.18%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.04%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.81%	96.61%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.59%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.47%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.31%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.28%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.74%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.22%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.44%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.18%	82.69%
CHEMBL236	P41143	Delta opioid receptor	80.92%	99.35%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.31%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%

Plants that contains it

• Eleutherococcus trifoliatus

Cross-Links

• PubChem: 163088275
• LOTUS: LTS0022368
• wikiData: Q105380512