Eudesmagnolol

Details

• Internal ID: c5439df8-237e-408e-870e-cd6a96c320a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[2-[[(1R,4aR,7R,8aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]-5-prop-2-enylphenyl]-4-prop-2-enylphenol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3=C(C=C(C=C3)CC=C)C4=C(C=CC(=C4)CC=C)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1C[C@@H](CC2)C(C)(C)O)(C)OC3=C(C=C(C=C3)CC=C)C4=C(C=CC(=C4)CC=C)O
• InChI: InChI=1S/C33H44O3/c1-7-10-23-12-14-28(34)26(20-23)27-21-24(11-8-2)13-15-29(27)36-33(6)18-9-17-32(5)19-16-25(22-30(32)33)31(3,4)35/h7-8,12-15,20-21,25,30,34-35H,1-2,9-11,16-19,22H2,3-6H3/t25-,30-,32-,33-/m1/s1
• InChI Key: BGHDGRAJSUCRAP-XYORVBSASA-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

• SCHEMBL3122142

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.7054	70.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.8792	87.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9973	99.73%
P-glycoprotein inhibitior	+	0.7960	79.60%
P-glycoprotein substrate	-	0.5632	56.32%
CYP3A4 substrate	+	0.6632	66.32%
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	+	0.8863	88.63%
CYP inhibitory promiscuity	+	0.6125	61.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7255	72.55%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5454	54.54%
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	-	0.9319	93.19%
Acute Oral Toxicity (c)	III	0.6982	69.82%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	+	0.7518	75.18%
Thyroid receptor binding	+	0.7276	72.76%
Glucocorticoid receptor binding	+	0.8294	82.94%
Aromatase binding	+	0.8236	82.36%
PPAR gamma	+	0.6947	69.47%
Honey bee toxicity	-	0.6997	69.97%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	98.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.80%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.34%	94.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.72%	97.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.53%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.57%	89.62%
CHEMBL2996	Q05655	Protein kinase C delta	84.33%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.56%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.53%	97.33%
CHEMBL5747	Q92793	CREB-binding protein	82.04%	95.12%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.02%	91.03%
CHEMBL1902	P62942	FK506-binding protein 1A	81.88%	97.05%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.88%	95.58%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.83%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.98%	96.38%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.72%	92.95%

Plants that contains it

• Alpinia flabellata
• Angelica japonica
• Baccharis truncata
• Benincasa hispida
• Centaurea benedicta
• Chloranthus fortunei
• Chuquiraga erinacea
• Cuphea hyssopifolia
• Cylindrolobus mucronatus
• Euphorbia palustris
• Euphorbia pithyusa
• Farfugium japonicum
• Fouquieria diguetii
• Fritillaria monantha
• Holarrhena floribunda
• Lathyrus latifolius
• Magnolia obovata
• Ononis viscosa
• Paragynoxys meridana
• Pedicularis rex
• Pinus edulis
• Posidonia oceanica
• Pterocarpus erinaceus
• Pyrus bourgaeana
• Salvia broussonetii
• Sandoricum koetjape
• Sedum sarmentosum
• Sorbus torminalis
• Suaeda maritima
• Triunia erythrocarpa

Cross-Links

• PubChem: 14587417
• NPASS: NPC242582
• LOTUS: LTS0052103
• wikiData: Q104935543