Eudesobovatol A

Details

• Internal ID: 5746e132-5cac-40b4-894a-9d317ba34a8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 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]-4-prop-2-enyl-6-(4-prop-2-enylphenoxy)phenol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3=CC(=CC(=C3O)OC4=CC=C(C=C4)CC=C)CC=C
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1C[C@@H](CC2)C(C)(C)O)(C)OC3=CC(=CC(=C3O)OC4=CC=C(C=C4)CC=C)CC=C
• InChI: InChI=1S/C33H44O4/c1-7-10-23-12-14-26(15-13-23)36-27-20-24(11-8-2)21-28(30(27)34)37-33(6)18-9-17-32(5)19-16-25(22-29(32)33)31(3,4)35/h7-8,12-15,20-21,25,29,34-35H,1-2,9-11,16-19,22H2,3-6H3/t25-,29-,32-,33-/m1/s1
• InChI Key: JKKWXFYURXPBFN-CLRSYFRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₄
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.32395988 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 8.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• 125196-77-2
• 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]-4-prop-2-enyl-6-(4-prop-2-enylphenoxy)phenol
• C10562
• CHEBI:4915
• SCHEMBL4742784
• DTXSID60331968
• Q27106542

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.7477	74.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.8245	82.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9794	97.94%
P-glycoprotein inhibitior	+	0.7964	79.64%
P-glycoprotein substrate	-	0.5888	58.88%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	+	0.6420	64.20%
CYP2D6 substrate	-	0.6624	66.24%
CYP3A4 inhibition	-	0.6344	63.44%
CYP2C9 inhibition	-	0.7385	73.85%
CYP2C19 inhibition	-	0.5144	51.44%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	+	0.7507	75.07%
CYP2C8 inhibition	+	0.9089	90.89%
CYP inhibitory promiscuity	-	0.6621	66.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.7004	70.04%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7830	78.30%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5546	55.46%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9229	92.29%
Acute Oral Toxicity (c)	III	0.6677	66.77%
Estrogen receptor binding	+	0.7222	72.22%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	+	0.6504	65.04%
Glucocorticoid receptor binding	+	0.7760	77.60%
Aromatase binding	+	0.7626	76.26%
PPAR gamma	+	0.6811	68.11%
Honey bee toxicity	-	0.6986	69.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	99.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.79%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.50%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.47%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.87%	83.57%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.39%	92.94%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.22%	97.53%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	89.02%	97.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.41%	92.62%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	87.37%	91.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.75%	91.03%
CHEMBL240	Q12809	HERG	85.97%	89.76%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.24%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.86%	90.00%
CHEMBL2039	P27338	Monoamine oxidase B	82.42%	92.51%
CHEMBL1902	P62942	FK506-binding protein 1A	82.09%	97.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.81%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.36%	96.09%

Plants that contains it

• Alpinia flabellata
• Angelica japonica
• Atractylodes lancea
• 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
• Magnolia officinalis
• Magnolia officinalis var. biloba
• Ononis viscosa
• Paragynoxys meridana
• Pedicularis rex
• Pinus edulis
• Posidonia oceanica
• Pterocarpus erinaceus
• Pyrus bourgaeana
• Salvia broussonetii
• Sandoricum koetjape
• Saposhnikovia divaricata
• Sedum sarmentosum
• Sorbus torminalis
• Suaeda maritima
• Triunia erythrocarpa
• Zingiber officinale

Cross-Links

• PubChem: 442837
• NPASS: NPC128457
• LOTUS: LTS0275607
• wikiData: Q27106542