Eudesobovatol B

Details

• Internal ID: 5d5086ac-f3ad-4a7e-a35b-7c5fc54cd96f
• 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]-5-prop-2-enyl-3-(4-prop-2-enylphenoxy)phenol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3=C(C=C(C=C3OC4=CC=C(C=C4)CC=C)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=C3OC4=CC=C(C=C4)CC=C)CC=C)O
• InChI: InChI=1S/C33H44O4/c1-7-10-23-12-14-26(15-13-23)36-28-21-24(11-8-2)20-27(34)30(28)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: AGBYBGPUAJZWDY-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

• CHEBI:182022
• C17677
• 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-enyl-3-(4-prop-2-enylphenoxy)phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.7225	72.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.8245	82.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.8083	80.83%
P-glycoprotein substrate	-	0.5881	58.81%
CYP3A4 substrate	+	0.6954	69.54%
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	+	0.8977	89.77%
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	-	0.9201	92.01%
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	+	0.7656	76.56%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5046	50.46%
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	-	0.8794	87.94%
Acute Oral Toxicity (c)	III	0.6677	66.77%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.7715	77.15%
PPAR gamma	+	0.6525	65.25%
Honey bee toxicity	-	0.6895	68.95%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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	99.55%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.32%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.30%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.88%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.67%	91.49%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.09%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.39%	96.09%
CHEMBL240	Q12809	HERG	90.35%	89.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.87%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.85%	92.62%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.79%	97.53%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.50%	91.03%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	87.93%	91.43%
CHEMBL1937	Q92769	Histone deacetylase 2	86.11%	94.75%
CHEMBL4208	P20618	Proteasome component C5	85.51%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.42%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.47%	94.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.40%	96.69%
CHEMBL2039	P27338	Monoamine oxidase B	83.09%	92.51%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.00%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.50%	93.99%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.61%	85.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.41%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.92%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.19%	91.07%

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: 10346031
• NPASS: NPC218988
• LOTUS: LTS0156255
• wikiData: Q104400138