[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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	9678a190-6af9-477a-ac84-ea7fe3bb7796
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)	CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C=CC5=CC(=C(C=C5)O)OC)C)C)C(C)C
SMILES (Isomeric)	CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)/C=C\C5=CC(=C(C=C5)O)OC)C)C)C(C)C
InChI	InChI=1S/C39H56O4/c1-8-28(25(2)3)12-9-26(4)32-15-16-33-31-14-13-29-24-30(19-21-38(29,5)34(31)20-22-39(32,33)6)43-37(41)18-11-27-10-17-35(40)36(23-27)42-7/h9-13,17-18,23,25-26,28,30-34,40H,8,14-16,19-22,24H2,1-7H3/b12-9+,18-11-/t26-,28-,30+,31+,32-,33+,34+,38+,39-/m1/s1
InChI Key	NMWHNQAIHFWROQ-SJVJLPRJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₉H₅₆O₄
Molecular Weight	588.90 g/mol
Exact Mass	588.41786026 g/mol
Topological Polar Surface Area (TPSA)	55.80 Å²
XlogP	10.80
Atomic LogP (AlogP)	9.78
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	9

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	+	1.0000	100.00%
Caco-2	-	0.7966	79.66%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7845	78.45%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9964	99.64%
P-glycoprotein inhibitior	+	0.8441	84.41%
P-glycoprotein substrate	+	0.6193	61.93%
CYP3A4 substrate	+	0.7356	73.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.6078	60.78%
CYP2C9 inhibition	-	0.6329	63.29%
CYP2C19 inhibition	-	0.5110	51.10%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	-	0.6501	65.01%
CYP2C8 inhibition	+	0.8087	80.87%
CYP inhibitory promiscuity	-	0.6123	61.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.6415	64.15%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6969	69.69%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9657	96.57%
Acute Oral Toxicity (c)	IV	0.6166	61.66%
Estrogen receptor binding	+	0.8513	85.13%
Androgen receptor binding	+	0.7948	79.48%
Thyroid receptor binding	+	0.5523	55.23%
Glucocorticoid receptor binding	+	0.7813	78.13%
Aromatase binding	+	0.6141	61.41%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.7491	74.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.22%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.16%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.54%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.04%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.61%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.03%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.63%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.57%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.00%	96.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.85%	85.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.55%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.19%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.06%	92.62%
CHEMBL236	P41143	Delta opioid receptor	84.96%	99.35%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.37%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.08%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.46%	98.75%
CHEMBL5028	O14672	ADAM10	82.38%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.95%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.85%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	80.56%	95.93%

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.