4-[2-[[7-(2-Hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]-5-prop-2-enylphenyl]-2-prop-2-enylphenol

Details

• Internal ID: 8c8429ec-bf93-43c3-b526-7558a1cebebc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4-[2-[[7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]-5-prop-2-enylphenyl]-2-prop-2-enylphenol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3=C(C=C(C=C3)CC=C)C4=CC(=C(C=C4)O)CC=C
• SMILES (Isomeric): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3=C(C=C(C=C3)CC=C)C4=CC(=C(C=C4)O)CC=C
• InChI: InChI=1S/C33H44O3/c1-7-10-23-12-15-29(27(20-23)24-13-14-28(34)25(21-24)11-8-2)36-33(6)18-9-17-32(5)19-16-26(22-30(32)33)31(3,4)35/h7-8,12-15,20-21,26,30,34-35H,1-2,9-11,16-19,22H2,3-6H3
• InChI Key: NGAOCYWZXSGXOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₃
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.32904526 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 8.03
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.6813	68.13%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	+	0.8792	87.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9939	99.39%
P-glycoprotein inhibitior	+	0.7686	76.86%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	+	0.6512	65.12%
CYP2D6 substrate	+	0.3691	36.91%
CYP3A4 inhibition	-	0.5580	55.80%
CYP2C9 inhibition	-	0.7666	76.66%
CYP2C19 inhibition	-	0.5331	53.31%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.5523	55.23%
CYP2C8 inhibition	+	0.9205	92.05%
CYP inhibitory promiscuity	+	0.6125	61.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7255	72.55%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9443	94.43%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6107	61.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.8079	80.79%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5954	59.54%
skin sensitisation	-	0.7992	79.92%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9290	92.90%
Acute Oral Toxicity (c)	III	0.6982	69.82%
Estrogen receptor binding	+	0.7913	79.13%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.7458	74.58%
Glucocorticoid receptor binding	+	0.8206	82.06%
Aromatase binding	+	0.7935	79.35%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.6128	61.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

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	98.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.00%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	97.35%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.24%	83.57%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.62%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	94.42%	97.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.87%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.42%	95.89%
CHEMBL5747	Q92793	CREB-binding protein	93.06%	95.12%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.95%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.06%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.15%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.52%	96.69%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.71%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.49%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.38%	95.78%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	85.34%	97.98%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.93%	97.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.62%	95.50%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.10%	95.53%
CHEMBL3194	P02766	Transthyretin	82.63%	90.71%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.62%	92.95%
CHEMBL1902	P62942	FK506-binding protein 1A	82.57%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.06%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.93%	91.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.82%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	80.12%	92.97%

Plants that contains it

• Magnolia obovata

Cross-Links

• PubChem: 73825331
• LOTUS: LTS0031381
• wikiData: Q105178802