[4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] (12Z,15Z)-octadeca-9,12,15-trienoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	dd3af116-b19f-408e-8662-a5c9a6c9afe2
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name	[4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] (12Z,15Z)-octadeca-9,12,15-trienoate
SMILES (Canonical)	CCC=CCC=CCC=CCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)C)C)C)C
SMILES (Isomeric)	CC/C=C\C/C=C\CC=CCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)/C=C/C(=C\C=C/C(=C/C=C/C=C(\C)/C=C\C=C(\C)/C=C/C2C(=CC(CC2(C)C)O)C)/C)/C)C
InChI	InChI=1S/C58H84O3/c1-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-37-56(60)61-53-43-51(7)55(58(10,11)45-53)41-39-49(5)36-30-34-47(3)32-28-27-31-46(2)33-29-35-48(4)38-40-54-50(6)42-52(59)44-57(54,8)9/h13-14,16-17,19-20,27-36,38-42,52-54,59H,12,15,18,21-26,37,43-45H2,1-11H3/b14-13-,17-16-,20-19?,28-27+,33-29-,34-30-,40-38+,41-39+,46-31+,47-32+,48-35-,49-36-
InChI Key	QDCQOKGGYSYLJF-HRGDZSMQSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₅₈H₈₄O₃
Molecular Weight	829.30 g/mol
Exact Mass	828.64204654 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	17.70
Atomic LogP (AlogP)	16.54
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	24

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	+	0.5703	57.03%
OATP1B1 inhibitior	+	0.7242	72.42%
OATP1B3 inhibitior	+	0.9787	97.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7856	78.56%
P-glycoprotein substrate	+	0.6724	67.24%
CYP3A4 substrate	+	0.7211	72.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7440	74.40%
CYP2C9 inhibition	-	0.7260	72.60%
CYP2C19 inhibition	-	0.6924	69.24%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.9671	96.71%
CYP2C8 inhibition	+	0.7308	73.08%
CYP inhibitory promiscuity	-	0.7917	79.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9875	98.75%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8757	87.57%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.6528	65.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.7842	78.42%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	+	0.6957	69.57%
Thyroid receptor binding	+	0.6309	63.09%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	-	0.5336	53.36%
PPAR gamma	+	0.7542	75.42%
Honey bee toxicity	-	0.7508	75.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.91%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.82%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.15%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.12%	97.21%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.47%	85.30%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.06%	92.94%
CHEMBL325	Q13547	Histone deacetylase 1	87.91%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.12%	89.00%
CHEMBL1870	P28702	Retinoid X receptor beta	86.01%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.85%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.81%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.59%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	82.92%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.88%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	82.64%	97.79%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	82.28%	90.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.95%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.67%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.21%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.14%	91.67%
CHEMBL2004	P48443	Retinoid X receptor gamma	80.01%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.