methyl 3-[(2R,3R)-6-[(2,2-dimethyl-3-prop-1-en-2-ylcyclobutyl)methyl]-5-methoxy-2,3-dimethyl-6-(3-methylbut-2-enyl)-4,7-dioxo-2,3-dihydrochromen-8-yl]hexanoate

Details

• Internal ID: fc7b1f5d-9c1e-4947-8ec2-1b89771f722c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: methyl 3-[(2R,3R)-6-[(2,2-dimethyl-3-prop-1-en-2-ylcyclobutyl)methyl]-5-methoxy-2,3-dimethyl-6-(3-methylbut-2-enyl)-4,7-dioxo-2,3-dihydrochromen-8-yl]hexanoate
• InChI: InChI=1S/C34H50O6/c1-12-13-23(16-26(35)38-10)27-30-28(29(36)21(6)22(7)40-30)32(39-11)34(31(27)37,15-14-19(2)3)18-24-17-25(20(4)5)33(24,8)9/h14,21-25H,4,12-13,15-18H2,1-3,5-11H3/t21-,22-,23?,24?,25?,34?/m1/s1
• InChI Key: VBLVXMWELLTNAI-XSXDNLPQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₆
• Molecular Weight: 554.80 g/mol
• Exact Mass: 554.36073931 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.30
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.5993	59.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6652	66.52%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7986	79.86%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9788	97.88%
P-glycoprotein inhibitior	+	0.7801	78.01%
P-glycoprotein substrate	+	0.6905	69.05%
CYP3A4 substrate	+	0.6984	69.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	+	0.6321	63.21%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.7183	71.83%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7837	78.37%
CYP2C8 inhibition	+	0.4774	47.74%
CYP inhibitory promiscuity	-	0.7872	78.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6356	63.56%
skin sensitisation	-	0.7656	76.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.7223	72.23%
Estrogen receptor binding	+	0.7622	76.22%
Androgen receptor binding	+	0.6848	68.48%
Thyroid receptor binding	+	0.5456	54.56%
Glucocorticoid receptor binding	+	0.8195	81.95%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.7016	70.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	96.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.53%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.56%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.55%	95.58%
CHEMBL340	P08684	Cytochrome P450 3A4	90.36%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.02%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.66%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.78%	99.23%
CHEMBL240	Q12809	HERG	84.71%	89.76%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.68%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.87%	96.90%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.44%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.06%	91.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.82%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.92%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.48%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	80.20%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	80.14%	94.73%

Plants that contains it

• Calophyllum brasiliense

Cross-Links

• PubChem: 162820211
• LOTUS: LTS0143916
• wikiData: Q105283347