[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (Z)-3-(4-hydroxyphenyl)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	b8d8af36-b837-45d9-a9b1-10f7a4c7fd0b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)	CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C
SMILES (Isomeric)	CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C\C6=CC=C(C=C6)O)C)C
InChI	InChI=1S/C39H56O3/c1-25(2)28-17-20-36(5)23-24-38(7)29(34(28)36)14-15-31-37(6)21-19-32(35(3,4)30(37)18-22-39(31,38)8)42-33(41)16-11-26-9-12-27(40)13-10-26/h9-13,16,28-32,34,40H,1,14-15,17-24H2,2-8H3/b16-11-/t28-,29+,30-,31+,32-,34+,36+,37-,38+,39+/m0/s1
InChI Key	LUJLGKGMUFEQQU-UITYVUBJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₉H₅₆O₃
Molecular Weight	572.90 g/mol
Exact Mass	572.42294564 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	12.20
Atomic LogP (AlogP)	9.99
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	4

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	-	0.8032	80.32%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7649	76.49%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	-	0.2664	26.64%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.7143	71.43%
P-glycoprotein substrate	-	0.5827	58.27%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	+	0.5292	52.92%
CYP2C9 inhibition	-	0.7110	71.10%
CYP2C19 inhibition	+	0.6624	66.24%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.6236	62.36%
CYP2C8 inhibition	+	0.8553	85.53%
CYP inhibitory promiscuity	-	0.7925	79.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5406	54.06%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.5309	53.09%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8092	80.92%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7981	79.81%
skin sensitisation	-	0.6341	63.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7360	73.60%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	+	0.8098	80.98%
Thyroid receptor binding	+	0.5762	57.62%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.7714	77.14%
PPAR gamma	+	0.7542	75.42%
Honey bee toxicity	-	0.6601	66.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.01%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	92.91%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.88%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.96%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.14%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.42%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.03%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.27%	90.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.77%	94.97%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.67%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.64%	91.19%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.18%	83.65%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.89%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.79%	97.33%

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.