[(1R,2S,4aR,5R,8aS)-5-hydroxy-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] (E)-3-phenylprop-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	2d085715-a669-40fb-9cc7-dcca5beae971
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name	[(1R,2S,4aR,5R,8aS)-5-hydroxy-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)	CC(C)C1CCC2(C(CCC(=C)C2C1OC(=O)C=CC3=CC=CC=C3)O)C
SMILES (Isomeric)	CC(C)[C@@H]1CC[C@]2([C@@H](CCC(=C)[C@@H]2[C@@H]1OC(=O)/C=C/C3=CC=CC=C3)O)C
InChI	InChI=1S/C24H32O3/c1-16(2)19-14-15-24(4)20(25)12-10-17(3)22(24)23(19)27-21(26)13-11-18-8-6-5-7-9-18/h5-9,11,13,16,19-20,22-23,25H,3,10,12,14-15H2,1-2,4H3/b13-11+/t19-,20+,22+,23+,24-/m0/s1
InChI Key	VWKORDLHIGIYBW-SDIJUFKJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₂O₃
Molecular Weight	368.50 g/mol
Exact Mass	368.23514488 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	5.30
Atomic LogP (AlogP)	5.01
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	+	0.9974	99.74%
Caco-2	-	0.5228	52.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8425	84.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.8648	86.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7522	75.22%
P-glycoprotein inhibitior	-	0.5574	55.74%
P-glycoprotein substrate	-	0.7740	77.40%
CYP3A4 substrate	+	0.6663	66.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6106	61.06%
CYP2C19 inhibition	+	0.6124	61.24%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.7336	73.36%
CYP2C8 inhibition	+	0.5448	54.48%
CYP inhibitory promiscuity	-	0.8587	85.87%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9055	90.55%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9502	95.02%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5690	56.90%
skin sensitisation	-	0.5566	55.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9443	94.43%
Acute Oral Toxicity (c)	III	0.7791	77.91%
Estrogen receptor binding	+	0.7252	72.52%
Androgen receptor binding	+	0.7665	76.65%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.6860	68.60%
Aromatase binding	+	0.6109	61.09%
PPAR gamma	+	0.5575	55.75%
Honey bee toxicity	-	0.7758	77.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.27%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.96%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.23%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.46%	94.23%
CHEMBL5028	O14672	ADAM10	90.07%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.27%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.95%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.94%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.92%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.52%	96.47%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.10%	94.97%
CHEMBL1937	Q92769	Histone deacetylase 2	82.24%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.48%	94.45%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.27%	95.00%

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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