1-O-[(E,7S,11S)-3,7,11,15-tetramethylhexadec-2-enyl] 3-O-[(1S,4R,9R,10S,13S,16R)-5,5,9-trimethyl-14-methylidene-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate

Details

• Internal ID: b4fa4d80-09be-4911-8898-eaba6cc628ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 1-O-[(E,7S,11S)-3,7,11,15-tetramethylhexadec-2-enyl] 3-O-[(1S,4R,9R,10S,13S,16R)-5,5,9-trimethyl-14-methylidene-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate
• SMILES (Canonical): CC(C)CCCC(C)CCCC(C)CCCC(=CCOC(=O)CC(=O)OC1C2CCC3C1(CCC4C3(CCCC4(C)C)C)CC2=C)C
• SMILES (Isomeric): C[C@H](CCC[C@H](C)CCC/C(=C/COC(=O)CC(=O)O[C@@H]1[C@H]2CC[C@@H]3[C@]1(CC[C@H]4[C@]3(CCCC4(C)C)C)CC2=C)/C)CCCC(C)C
• InChI: InChI=1S/C43H72O4/c1-30(2)14-10-15-31(3)16-11-17-32(4)18-12-19-33(5)23-27-46-38(44)28-39(45)47-40-35-20-21-37-42(9)25-13-24-41(7,8)36(42)22-26-43(37,40)29-34(35)6/h23,30-32,35-37,40H,6,10-22,24-29H2,1-5,7-9H3/b33-23+/t31-,32-,35-,36+,37-,40+,42+,43-/m0/s1
• InChI Key: JXFPUPKXDJCUDW-MUGVUULISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₄
• Molecular Weight: 653.00 g/mol
• Exact Mass: 652.54306077 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 14.60
• Atomic LogP (AlogP): 11.82
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.8144	81.44%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7697	76.97%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9773	97.73%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.5945	59.45%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8664	86.64%
CYP2C9 inhibition	-	0.5832	58.32%
CYP2C19 inhibition	-	0.7269	72.69%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8193	81.93%
CYP2C8 inhibition	+	0.6846	68.46%
CYP inhibitory promiscuity	-	0.8113	81.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5867	58.67%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.5967	59.67%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7246	72.46%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6547	65.47%
skin sensitisation	-	0.7390	73.90%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.6491	64.91%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.6890	68.90%
Thyroid receptor binding	-	0.5197	51.97%
Glucocorticoid receptor binding	+	0.6799	67.99%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.6444	64.44%
Honey bee toxicity	-	0.7678	76.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.79%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.68%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.81%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	89.00%	98.10%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.45%	95.58%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.31%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.29%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.15%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.86%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.35%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.26%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.96%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.61%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.58%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.23%	82.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.04%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.44%	94.00%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.68%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.01%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.83%	96.90%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.61%	95.36%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.60%	93.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.74%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	81.70%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.65%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.56%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.19%	100.00%

Plants that contains it

• Nardia scalaris

Cross-Links

• PubChem: 163032843
• LOTUS: LTS0004413
• wikiData: Q105136559