(1R,3S,7S,9S,11R,13S)-11-benzoyl-3-(2-hydroperoxypropan-2-yl)-6,6,10,10-tetramethyl-13-(3-methylbut-2-enyl)-4,5-dioxatetracyclo[9.3.1.19,13.01,7]hexadecane-12,14,15-trione

Details

• Internal ID: fa69c3f9-b543-41d1-a55e-a63526cc716e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1R,3S,7S,9S,11R,13S)-11-benzoyl-3-(2-hydroperoxypropan-2-yl)-6,6,10,10-tetramethyl-13-(3-methylbut-2-enyl)-4,5-dioxatetracyclo[9.3.1.19,13.01,7]hexadecane-12,14,15-trione
• SMILES (Canonical): CC(=CCC12CC3CC4C(OOC(CC4(C1=O)C(=O)C(C2=O)(C3(C)C)C(=O)C5=CC=CC=C5)C(C)(C)OO)(C)C)C
• SMILES (Isomeric): CC(=CC[C@]12C[C@@H]3C[C@H]4[C@@](C1=O)(C[C@H](OOC4(C)C)C(C)(C)OO)C(=O)[C@](C2=O)(C3(C)C)C(=O)C5=CC=CC=C5)C
• InChI: InChI=1S/C33H42O8/c1-19(2)14-15-31-17-21-16-22-29(5,6)41-39-23(30(7,8)40-38)18-32(22,25(31)35)27(37)33(26(31)36,28(21,3)4)24(34)20-12-10-9-11-13-20/h9-14,21-23,38H,15-18H2,1-8H3/t21-,22+,23-,31-,32+,33-/m0/s1
• InChI Key: RLEFNZSVUBRTHL-QHPFZRNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₈
• Molecular Weight: 566.70 g/mol
• Exact Mass: 566.28796829 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.6936	69.36%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7040	70.40%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9503	95.03%
P-glycoprotein inhibitior	+	0.8075	80.75%
P-glycoprotein substrate	+	0.5609	56.09%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7704	77.04%
CYP3A4 inhibition	-	0.6390	63.90%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.7125	71.25%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	-	0.7197	71.97%
CYP2C8 inhibition	+	0.6429	64.29%
CYP inhibitory promiscuity	-	0.6915	69.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.6941	69.41%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	+	0.5392	53.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.4859	48.59%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7113	71.13%
Acute Oral Toxicity (c)	III	0.4898	48.98%
Estrogen receptor binding	+	0.7809	78.09%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.6401	64.01%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	+	0.7178	71.78%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.7781	77.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.22%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.40%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.23%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.81%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.49%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.36%	94.62%
CHEMBL3524	P56524	Histone deacetylase 4	88.13%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.98%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.20%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.26%	95.89%
CHEMBL5028	O14672	ADAM10	84.74%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.12%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.87%	94.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.69%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.17%	97.14%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 162945320
• LOTUS: LTS0179838
• wikiData: Q105239889