(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) 3-(3,4-dihydroxyphenyl)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	b530fa36-6572-4b24-ba7a-9de95e712cbb
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(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) 3-(3,4-dihydroxyphenyl)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)O)C)C
SMILES (Isomeric)	CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C
InChI	InChI=1S/C39H56O4/c1-24(2)26-15-18-36(5)21-22-38(7)27(34(26)36)11-13-31-37(6)19-17-32(35(3,4)30(37)16-20-39(31,38)8)43-33(42)14-10-25-9-12-28(40)29(41)23-25/h9-10,12,14,23,26-27,30-32,34,40-41H,1,11,13,15-22H2,2-8H3
InChI Key	NIKLINODNHPPMX-UHFFFAOYSA-N
Popularity	1 reference 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)	66.80 Å²
XlogP	11.80
Atomic LogP (AlogP)	9.70
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	4

Synonyms

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103917-26-6

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	+	0.9925	99.25%
Caco-2	-	0.8303	83.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8282	82.82%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.8067	80.67%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9380	93.80%
P-glycoprotein inhibitior	+	0.7248	72.48%
P-glycoprotein substrate	-	0.6121	61.21%
CYP3A4 substrate	+	0.7146	71.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.7132	71.32%
CYP2C9 inhibition	-	0.6914	69.14%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	+	0.6107	61.07%
CYP2C8 inhibition	+	0.8305	83.05%
CYP inhibitory promiscuity	-	0.8337	83.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.5784	57.84%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7439	74.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7229	72.29%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8862	88.62%
Acute Oral Toxicity (c)	III	0.4296	42.96%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.8252	82.52%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.7551	75.51%
Aromatase binding	+	0.7633	76.33%
PPAR gamma	+	0.7449	74.49%
Honey bee toxicity	-	0.6610	66.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.37%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	95.76%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.45%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	89.38%	83.65%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.74%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.05%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL3194	P02766	Transthyretin	83.92%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.83%	97.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.08%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	81.76%	94.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.50%	80.78%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.26%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%

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.