(1R,4R,7S,9R,11R)-1-benzoyl-4-hydroxy-3-[(E)-3-hydroxy-3-methylbut-1-enyl]-6,6,13,13-tetramethyl-11-(3-methylbut-2-enyl)-5-oxatetracyclo[7.3.1.03,7.04,11]tridecane-2,12-dione

Details

• Internal ID: 5cfd2c0d-6feb-47b4-a8bf-42dc29b11a94
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1R,4R,7S,9R,11R)-1-benzoyl-4-hydroxy-3-[(E)-3-hydroxy-3-methylbut-1-enyl]-6,6,13,13-tetramethyl-11-(3-methylbut-2-enyl)-5-oxatetracyclo[7.3.1.03,7.04,11]tridecane-2,12-dione
• SMILES (Canonical): CC(=CCC12CC3CC4C(OC1(C4(C(=O)C(C2=O)(C3(C)C)C(=O)C5=CC=CC=C5)C=CC(C)(C)O)O)(C)C)C
• SMILES (Isomeric): CC(=CC[C@]12C[C@H]3C[C@@H]4C(O[C@]1(C4(C(=O)[C@](C2=O)(C3(C)C)C(=O)C5=CC=CC=C5)/C=C/C(C)(C)O)O)(C)C)C
• InChI: InChI=1S/C33H42O6/c1-20(2)14-15-30-19-22-18-23-29(7,8)39-33(30,38)31(23,17-16-27(3,4)37)26(36)32(25(30)35,28(22,5)6)24(34)21-12-10-9-11-13-21/h9-14,16-17,22-23,37-38H,15,18-19H2,1-8H3/b17-16+/t22-,23-,30-,31?,32+,33-/m1/s1
• InChI Key: MTLNMJHSFWGPPG-VQLZADIRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₆
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.29813906 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.6438	64.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.8273	82.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7752	77.52%
P-glycoprotein inhibitior	+	0.6127	61.27%
P-glycoprotein substrate	-	0.5172	51.72%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.5920	59.20%
CYP2C19 inhibition	-	0.6562	65.62%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.6728	67.28%
CYP inhibitory promiscuity	+	0.5327	53.27%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8564	85.64%
Skin irritation	-	0.6241	62.41%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4107	41.07%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6069	60.69%
skin sensitisation	-	0.6789	67.89%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7200	72.00%
Acute Oral Toxicity (c)	I	0.3490	34.90%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	+	0.6737	67.37%
Aromatase binding	+	0.7312	73.12%
PPAR gamma	+	0.6874	68.74%
Honey bee toxicity	-	0.8000	80.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.52%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.69%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.48%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.83%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.49%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	89.21%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.42%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.02%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.52%	94.73%
CHEMBL5028	O14672	ADAM10	86.48%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.31%	93.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.06%	94.23%

Plants that contains it

• Hypericum henryi

Cross-Links

• PubChem: 122178965
• LOTUS: LTS0006601
• wikiData: Q105171769