[(1R,2S,4aR,5R,8aS)-5-hydroxy-4a,8-dimethyl-2-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-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

Top

Internal ID	1a0759c2-c6ed-4619-bf0c-6ab21a22ab09
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name	[(1R,2S,4aR,5R,8aS)-5-hydroxy-4a,8-dimethyl-2-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-1-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)	CC1=CCC(C2(C1C(C(CC2)C(C)C)OC(=O)C=CC3=CC=CC=C3)C)O
SMILES (Isomeric)	CC1=CC[C@H]([C@]2([C@H]1[C@@H]([C@@H](CC2)C(C)C)OC(=O)/C=C/C3=CC=CC=C3)C)O
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/h5-11,13,16,19-20,22-23,25H,12,14-15H2,1-4H3/b13-11+/t19-,20+,22+,23+,24-/m0/s1
InChI Key	PJJFRVBMYOIECO-SDIJUFKJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₄H₃₂O₃
Molecular Weight	368.50 g/mol
Exact Mass	368.23514488 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	5.20
Atomic LogP (AlogP)	5.01
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

Top

There are no found synonyms.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5450	54.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8354	83.54%
P-glycoprotein inhibitior	-	0.4880	48.80%
P-glycoprotein substrate	-	0.7513	75.13%
CYP3A4 substrate	+	0.6772	67.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.6452	64.52%
CYP2C19 inhibition	+	0.5840	58.40%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.7643	76.43%
CYP2C8 inhibition	+	0.5883	58.83%
CYP inhibitory promiscuity	-	0.8413	84.13%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9155	91.55%
Carcinogenicity (trinary)	Non-required	0.5681	56.81%
Eye corrosion	-	0.9963	99.63%
Eye irritation	-	0.9753	97.53%
Skin irritation	+	0.5697	56.97%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8886	88.86%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5815	58.15%
skin sensitisation	-	0.5500	55.00%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9385	93.85%
Acute Oral Toxicity (c)	III	0.7479	74.79%
Estrogen receptor binding	+	0.7504	75.04%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.6243	62.43%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.6274	62.74%
PPAR gamma	+	0.5552	55.52%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Top

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	97.06%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.39%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.11%	94.62%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.73%	94.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.08%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.13%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.20%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.92%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL5028	O14672	ADAM10	88.46%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.28%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.75%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.72%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%

Plants that contains it

Top

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.