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

Details

• Internal ID: 78c8ed28-87cc-40db-a4bd-83208a56abd8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(2R)-5-hydroxy-7-methoxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-[(1R,2S,6R)-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=C(C=C3C(=C2O)C=CC(O3)(C)CCC=C(C)C)OC)C4=CC=CC=C4
• SMILES (Isomeric): CC1=CC[C@H]([C@@H]([C@@H]1CC=C(C)C)C(=O)C2=C(C=C3C(=C2O)C=C[C@@](O3)(C)CCC=C(C)C)OC)C4=CC=CC=C4
• InChI: InChI=1S/C36H44O4/c1-23(2)12-11-20-36(6)21-19-29-30(40-36)22-31(39-7)33(34(29)37)35(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-/m1/s1
• InChI Key: JZHCROXTKVCDBB-MRPQVICESA-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	-	0.6296	62.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7974	79.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8158	81.58%
OATP1B3 inhibitior	+	0.8852	88.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9963	99.63%
P-glycoprotein inhibitior	+	0.9359	93.59%
P-glycoprotein substrate	+	0.6340	63.40%
CYP3A4 substrate	+	0.7041	70.41%
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	+	0.8415	84.15%
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	-	0.9198	91.98%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7622	76.22%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6734	67.34%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8294	82.94%
Acute Oral Toxicity (c)	III	0.4814	48.14%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.6310	63.10%
Glucocorticoid receptor binding	+	0.8243	82.43%
Aromatase binding	-	0.5210	52.10%
PPAR gamma	+	0.7540	75.40%
Honey bee toxicity	-	0.6844	68.44%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
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	99.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL240	Q12809	HERG	95.85%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.82%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	92.52%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.09%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.47%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.31%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.10%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.91%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.76%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.80%	90.17%
CHEMBL5028	O14672	ADAM10	82.59%	97.50%
CHEMBL4208	P20618	Proteasome component C5	82.36%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.78%	89.44%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.41%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.58%	95.89%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 162949724
• LOTUS: LTS0210787
• wikiData: Q105137400