7-[(E)-5-[(1S,3R)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoxy]-6,8-dimethoxychromen-2-one

Details

• Internal ID: b4951302-d435-45dc-92e4-e080735009da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-[(E)-5-[(1S,3R)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoxy]-6,8-dimethoxychromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C=C2C=CC(=O)OC2=C1OC)OC)CCC3C(=C)CCC(C3(C)C)O
• SMILES (Isomeric): C/C(=C\COC1=C(C=C2C=CC(=O)OC2=C1OC)OC)/CC[C@H]3C(=C)CC[C@H](C3(C)C)O
• InChI: InChI=1S/C26H34O6/c1-16(7-10-19-17(2)8-11-21(27)26(19,3)4)13-14-31-24-20(29-5)15-18-9-12-22(28)32-23(18)25(24)30-6/h9,12-13,15,19,21,27H,2,7-8,10-11,14H2,1,3-6H3/b16-13+/t19-,21+/m0/s1
• InChI Key: XHLYUVQDZRADIU-BHLABRKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.23553880 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.6242	62.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.8609	86.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7962	79.62%
P-glycoprotein substrate	-	0.5992	59.92%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8040	80.40%
CYP3A4 inhibition	-	0.5161	51.61%
CYP2C9 inhibition	+	0.6327	63.27%
CYP2C19 inhibition	+	0.8084	80.84%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	+	0.8751	87.51%
CYP2C8 inhibition	+	0.7415	74.15%
CYP inhibitory promiscuity	-	0.8322	83.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9356	93.56%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9122	91.22%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8951	89.51%
Acute Oral Toxicity (c)	III	0.4437	44.37%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7205	72.05%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.6093	60.93%
PPAR gamma	+	0.7348	73.48%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	98.80%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.41%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.32%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.50%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.82%	92.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.94%	85.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.92%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.74%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.99%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.35%	96.95%
CHEMBL325	Q13547	Histone deacetylase 1	81.81%	95.92%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.39%	92.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.12%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.01%	96.09%

Plants that contains it

• Achillea pseudopectinata

Cross-Links

• PubChem: 163188566
• LOTUS: LTS0242060
• wikiData: Q105328174