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

Details

• Internal ID: fb999d7b-876a-42f6-b979-4e6bd55e994a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: methyl 3-[(2R,3R)-5-methoxy-2,3-dimethyl-6-(3-methylbut-2-enyl)-6-(5-methyl-2-prop-1-en-2-ylhex-5-enyl)-4,7-dioxo-2,3-dihydrochromen-8-yl]hexanoate
• SMILES (Canonical): CCCC(CC(=O)OC)C1=C2C(=C(C(C1=O)(CC=C(C)C)CC(CCC(=C)C)C(=C)C)OC)C(=O)C(C(O2)C)C
• SMILES (Isomeric): CCCC(CC(=O)OC)C1=C2C(=C(C(C1=O)(CC=C(C)C)CC(CCC(=C)C)C(=C)C)OC)C(=O)[C@@H]([C@H](O2)C)C
• InChI: InChI=1S/C34H50O6/c1-12-13-25(18-27(35)38-10)28-31-29(30(36)23(8)24(9)40-31)33(39-11)34(32(28)37,17-16-21(4)5)19-26(22(6)7)15-14-20(2)3/h16,23-26H,2,6,12-15,17-19H2,1,3-5,7-11H3/t23-,24-,25?,26?,34?/m1/s1
• InChI Key: XFDFEAMAXLJKIR-ORZQDWANSA-N
• Popularity: 0 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: 8.10
• Atomic LogP (AlogP): 7.61
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.5869	58.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6683	66.83%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9819	98.19%
P-glycoprotein inhibitior	+	0.7943	79.43%
P-glycoprotein substrate	+	0.6507	65.07%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	+	0.6111	61.11%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.7473	74.73%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.8027	80.27%
CYP2C8 inhibition	+	0.4931	49.31%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8721	87.21%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4562	45.62%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5868	58.68%
skin sensitisation	-	0.7619	76.19%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8368	83.68%
Acute Oral Toxicity (c)	III	0.7400	74.00%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	+	0.5164	51.64%
Glucocorticoid receptor binding	+	0.8119	81.19%
Aromatase binding	+	0.7052	70.52%
PPAR gamma	+	0.6377	63.77%
Honey bee toxicity	-	0.7160	71.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	94.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL301	P24941	Cyclin-dependent kinase 2	90.29%	91.23%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.89%	95.58%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.53%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.16%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.52%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.06%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.91%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.54%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.16%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.15%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.51%	94.33%
CHEMBL4040	P28482	MAP kinase ERK2	82.30%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.68%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.16%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.60%	91.24%

Plants that contains it

• Calophyllum brasiliense

Cross-Links

• PubChem: 163029978
• LOTUS: LTS0131410
• wikiData: Q105326940