(1R,3S,11R)-7-(4-hydroxy-3-methoxybenzoyl)-4,4,10,10-tetramethyl-3,9,11-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione

Details

• Internal ID: c7740367-04a6-4ec4-8991-02edde755be3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (1R,3S,11R)-7-(4-hydroxy-3-methoxybenzoyl)-4,4,10,10-tetramethyl-3,9,11-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione
• SMILES (Canonical): CC(=CCC1CC23CC(C(OC2=C(C(=O)C(C3=O)(C1(C)C)CC=C(C)C)C(=O)C4=CC(=C(C=C4)O)OC)(C)C)CC=C(C)C)C
• SMILES (Isomeric): CC(=CC[C@@H]1C[C@@]23C[C@@H](C(OC2=C(C(=O)C(C3=O)(C1(C)C)CC=C(C)C)C(=O)C4=CC(=C(C=C4)O)OC)(C)C)CC=C(C)C)C
• InChI: InChI=1S/C39H52O6/c1-23(2)12-15-27-21-38-22-28(16-13-24(3)4)37(9,10)45-34(38)31(32(41)26-14-17-29(40)30(20-26)44-11)33(42)39(35(38)43,36(27,7)8)19-18-25(5)6/h12-14,17-18,20,27-28,40H,15-16,19,21-22H2,1-11H3/t27-,28+,38-,39?/m1/s1
• InChI Key: KMXJENAJTXOUOJ-QDLPJTLWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₂O₆
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.37638937 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 8.89
• H-Bond Acceptor: 6
• 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	+	0.9938	99.38%
Caco-2	-	0.7613	76.13%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.8196	81.96%
P-glycoprotein substrate	+	0.5618	56.18%
CYP3A4 substrate	+	0.6644	66.44%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.7852	78.52%
CYP3A4 inhibition	-	0.7825	78.25%
CYP2C9 inhibition	-	0.5208	52.08%
CYP2C19 inhibition	+	0.6949	69.49%
CYP2D6 inhibition	-	0.7556	75.56%
CYP1A2 inhibition	+	0.6079	60.79%
CYP2C8 inhibition	+	0.7428	74.28%
CYP inhibitory promiscuity	+	0.5920	59.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.6895	68.95%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8616	86.16%
Skin irritation	-	0.7073	70.73%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3910	39.10%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5165	51.65%
skin sensitisation	-	0.7484	74.84%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.6951	69.51%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.7287	72.87%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.7840	78.40%
Aromatase binding	+	0.7515	75.15%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6566	65.66%
Fish aquatic toxicity	+	0.9883	98.83%

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	99.04%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.22%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.01%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.28%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.13%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.97%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.40%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.89%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.28%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.18%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.76%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.36%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.68%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.33%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.12%	91.49%

Plants that contains it

• Garcinia assugu

Cross-Links

• PubChem: 163193237
• LOTUS: LTS0159657
• wikiData: Q105143244