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

Details

• Internal ID: 2cae75c1-c38b-4517-abe8-ce71149dd71d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: methyl (3S)-3-[(2R,3R,8R)-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-4,7-dioxo-2,3-dihydrochromen-6-yl]-3-phenylpropanoate
• SMILES (Canonical): CC1C(OC2=C(C1=O)C(=C(C(=O)C2(CC=C(C)C)CC(CC=C(C)C)C(=C)C)C(CC(=O)OC)C3=CC=CC=C3)O)C
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=C(C1=O)C(=C(C(=O)[C@]2(CC=C(C)C)C[C@@H](CC=C(C)C)C(=C)C)[C@@H](CC(=O)OC)C3=CC=CC=C3)O)C
• InChI: InChI=1S/C36H46O6/c1-21(2)15-16-27(23(5)6)20-36(18-17-22(3)4)34(40)30(28(19-29(37)41-9)26-13-11-10-12-14-26)33(39)31-32(38)24(7)25(8)42-35(31)36/h10-15,17,24-25,27-28,39H,5,16,18-20H2,1-4,6-9H3/t24-,25-,27-,28+,36+/m1/s1
• InChI Key: SRLGPZSINVALNG-ORTFDIERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆O₆
• Molecular Weight: 574.70 g/mol
• Exact Mass: 574.32943918 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.89
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	-	0.6606	66.06%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7607	76.07%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	-	0.2360	23.60%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9894	98.94%
P-glycoprotein inhibitior	+	0.8827	88.27%
P-glycoprotein substrate	+	0.5697	56.97%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.5310	53.10%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.7259	72.59%
CYP2C8 inhibition	+	0.5694	56.94%
CYP inhibitory promiscuity	-	0.7073	70.73%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6569	65.69%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6616	66.16%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7321	73.21%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7532	75.32%
skin sensitisation	-	0.7246	72.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.5591	55.91%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.6926	69.26%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.8272	82.72%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.6757	67.57%
Honey bee toxicity	-	0.6896	68.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	99.29%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.30%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	92.63%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.11%	94.62%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	89.53%	95.55%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.80%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.62%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.22%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.80%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	84.28%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.08%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL5028	O14672	ADAM10	80.23%	97.50%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 163075335
• LOTUS: LTS0177522
• wikiData: Q105259265