[(2R)-7-hydroxy-5-methoxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]-[(1R,2R,6S)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]methanone

Details

• Internal ID: 678cd900-c854-4947-ba2d-bb0b376a6c0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(2R)-7-hydroxy-5-methoxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]-[(1R,2R,6S)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]methanone
• SMILES (Canonical): CC1=CCC(C(C1CC=C(C)C)C(=O)C2=C3C(=C(C=C2O)OC)C=CC(O3)(C)CCC=C(C)C)C4=CC=CC=C4
• SMILES (Isomeric): CC1=CC[C@@H]([C@@H]([C@H]1CC=C(C)C)C(=O)C2=C3C(=C(C=C2O)OC)C=C[C@@](O3)(C)CCC=C(C)C)C4=CC=CC=C4
• InChI: InChI=1S/C36H44O4/c1-23(2)12-11-20-36(6)21-19-29-31(39-7)22-30(37)33(35(29)40-36)34(38)32-27(17-15-24(3)4)25(5)16-18-28(32)26-13-9-8-10-14-26/h8-10,12-16,19,21-22,27-28,32,37H,11,17-18,20H2,1-7H3/t27-,28+,32+,36+/m0/s1
• InChI Key: TVOAGJMMOUCDTK-FPRSUQDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₄
• Molecular Weight: 540.70 g/mol
• Exact Mass: 540.32395988 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 9.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.5959	59.59%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7974	79.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8005	80.05%
OATP1B3 inhibitior	+	0.8852	88.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9943	99.43%
P-glycoprotein inhibitior	+	0.9567	95.67%
P-glycoprotein substrate	+	0.5723	57.23%
CYP3A4 substrate	+	0.7007	70.07%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.6243	62.43%
CYP2C9 inhibition	-	0.5712	57.12%
CYP2C19 inhibition	+	0.5832	58.32%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.5355	53.55%
CYP2C8 inhibition	+	0.8052	80.52%
CYP inhibitory promiscuity	+	0.5612	56.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7204	72.04%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.4814	48.14%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.8582	85.82%
Aromatase binding	-	0.4942	49.42%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.6891	68.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.25%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	93.02%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.41%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.93%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.17%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.27%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.11%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.68%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.44%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.43%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	83.01%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.71%	99.15%
CHEMBL5028	O14672	ADAM10	82.53%	97.50%
CHEMBL4208	P20618	Proteasome component C5	81.43%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 163083698
• LOTUS: LTS0219460
• wikiData: Q105265436