(1S,4S,8S,10R)-8-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-1,10-bis(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione

Details

• Internal ID: be2be1b7-80ee-447c-b0e0-396c2601ec20
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1S,4S,8S,10R)-8-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-1,10-bis(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione
• SMILES (Canonical): CC(=CCC1CC2(C3=C(CC(O3)C(C)(C)O)C(=O)C(C2=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)C
• SMILES (Isomeric): CC(=CC[C@@H]1C[C@]2(C3=C(C[C@H](O3)C(C)(C)O)C(=O)[C@](C2=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)C
• InChI: InChI=1S/C33H42O5/c1-20(2)14-15-23-19-32(17-16-21(3)4)28-24(18-25(38-28)31(7,8)37)27(35)33(29(32)36,30(23,5)6)26(34)22-12-10-9-11-13-22/h9-14,16,23,25,37H,15,17-19H2,1-8H3/t23-,25+,32+,33-/m1/s1
• InChI Key: PHBDYBJOGVFIQU-RXQGCTDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₅
• Molecular Weight: 518.70 g/mol
• Exact Mass: 518.30322444 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6492	64.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7891	78.91%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.8440	84.40%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9355	93.55%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	-	0.5631	56.31%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.6621	66.21%
CYP2C19 inhibition	-	0.7460	74.60%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.6978	69.78%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5832	58.32%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6192	61.92%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.6419	64.19%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4874	48.74%
Acute Oral Toxicity (c)	III	0.4929	49.29%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.5869	58.69%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	+	0.6962	69.62%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	97.97%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.82%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	94.64%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.80%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.57%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.74%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.20%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.71%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.23%	91.07%

Plants that contains it

• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Hertia cheirifolia
• Hypericum scabrum
• Licaria chrysophylla
• Ormosia hosiei
• Ornithoglossum viride
• Petasites radiatus
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 10324331
• NPASS: NPC272149
• LOTUS: LTS0171466
• wikiData: Q105208850