(2Z,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]-3-hydroxy-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

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	741738dd-f79a-4b3e-8576-8e283a9c90db
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name	(2Z,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]-3-hydroxy-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
SMILES (Canonical)	CC1=C(C(CC(C1O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C(=CC(=O)C2(CC(CC2(C)C)O)C)O)C)C
SMILES (Isomeric)	CC1=C(C(C[C@@H]([C@@H]1O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C(=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/O)/C)/C
InChI	InChI=1S/C40H56O5/c1-27(17-13-18-29(3)21-22-33-31(5)37(45)35(43)26-38(33,6)7)15-11-12-16-28(2)19-14-20-30(4)34(42)23-36(44)40(10)25-32(41)24-39(40,8)9/h11-23,32,35,37,41-43,45H,24-26H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,27-15+,28-16+,29-18+,30-20+,34-23-/t32-,35-,37+,40-/m0/s1
InChI Key	NPMBGQREVDOWDW-RCFBUISWSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₀H₅₆O₅
Molecular Weight	616.90 g/mol
Exact Mass	616.41277488 g/mol
Topological Polar Surface Area (TPSA)	98.00 Å²
XlogP	9.50
Atomic LogP (AlogP)	8.66
H-Bond Acceptor	5
H-Bond Donor	4
Rotatable Bonds	11

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	+	0.9893	98.93%
Caco-2	-	0.8222	82.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7802	78.02%
OATP2B1 inhibitior	+	0.7159	71.59%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.7624	76.24%
P-glycoprotein substrate	-	0.5551	55.51%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8439	84.39%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.8587	85.87%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.8729	87.29%
CYP2C8 inhibition	-	0.6274	62.74%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.5169	51.69%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5020	50.20%
skin sensitisation	+	0.5325	53.25%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5081	50.81%
Acute Oral Toxicity (c)	III	0.3853	38.53%
Estrogen receptor binding	+	0.8289	82.89%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	+	0.7131	71.31%
Glucocorticoid receptor binding	+	0.8235	82.35%
Aromatase binding	+	0.5393	53.93%
PPAR gamma	+	0.7361	73.61%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	95.11%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.72%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.88%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.27%	98.95%
CHEMBL2061	P19793	Retinoid X receptor alpha	86.52%	91.67%
CHEMBL1870	P28702	Retinoid X receptor beta	86.44%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL2004	P48443	Retinoid X receptor gamma	83.74%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.96%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.86%	93.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.60%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.54%	94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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