[(2R,4aR,6S,8aS)-6-hydroxy-1,1,4a,6-tetramethyl-5-[(2-oxochromen-7-yl)oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 43c7179c-c2f9-44f3-92ab-10385e207fd8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [(2R,4aR,6S,8aS)-6-hydroxy-1,1,4a,6-tetramethyl-5-[(2-oxochromen-7-yl)oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C(C1(C)C)CCC(C2COC3=CC4=C(C=C3)C=CC(=O)O4)(C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CC[C@](C2COC3=CC4=C(C=C3)C=CC(=O)O4)(C)O)C
• InChI: InChI=1S/C29H38O6/c1-7-18(2)26(31)35-24-13-14-28(5)22(27(24,3)4)12-15-29(6,32)23(28)17-33-20-10-8-19-9-11-25(30)34-21(19)16-20/h7-11,16,22-24,32H,12-15,17H2,1-6H3/b18-7-/t22-,23?,24-,28-,29+/m1/s1
• InChI Key: UFPQYBAJCMMCRR-UFEJNAISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₆
• Molecular Weight: 482.60 g/mol
• Exact Mass: 482.26683893 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.65
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.6209	62.09%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8780	87.80%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.7808	78.08%
OATP1B3 inhibitior	+	0.8445	84.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7641	76.41%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8145	81.45%
P-glycoprotein substrate	-	0.6657	66.57%
CYP3A4 substrate	+	0.6955	69.55%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	+	0.5094	50.94%
CYP2C9 inhibition	+	0.6050	60.50%
CYP2C19 inhibition	+	0.6893	68.93%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	+	0.8169	81.69%
CYP2C8 inhibition	+	0.5510	55.10%
CYP inhibitory promiscuity	-	0.8095	80.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6962	69.62%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7122	71.22%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8952	89.52%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7220	72.20%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8732	87.32%
Acute Oral Toxicity (c)	III	0.4334	43.34%
Estrogen receptor binding	+	0.8397	83.97%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.6294	62.94%
Glucocorticoid receptor binding	+	0.7772	77.72%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
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	99.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.48%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.65%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.65%	92.94%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.87%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.10%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.16%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.49%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.99%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.41%	97.53%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.62%	97.25%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.00%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	81.10%	90.48%
CHEMBL3524	P56524	Histone deacetylase 4	80.79%	92.97%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL2039	P27338	Monoamine oxidase B	80.63%	92.51%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.21%	93.04%

Plants that contains it

• Ferula sinaica

Cross-Links

• PubChem: 162920524
• LOTUS: LTS0189514
• wikiData: Q105272025