(1S,3S,8R,10R)-8-benzoyl-3-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-9,9-dimethyl-6,10-bis(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: bc48e1e8-6484-4b7d-8597-5445df60b36b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1S,3S,8R,10R)-8-benzoyl-3-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-9,9-dimethyl-6,10-bis(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
• SMILES (Canonical): CC(=CCC1CC23CC(OC2=C(C(=O)C(C3=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)C5(CCC(O5)C(C)(C)O)C)C
• SMILES (Isomeric): CC(=CC[C@@H]1C[C@]23C[C@H](OC2=C(C(=O)[C@@](C3=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)[C@]5(CC[C@H](O5)C(C)(C)O)C)C
• InChI: InChI=1S/C38H50O6/c1-23(2)15-17-26-21-37-22-29(36(9)20-19-28(44-36)35(7,8)42)43-32(37)27(18-16-24(3)4)31(40)38(33(37)41,34(26,5)6)30(39)25-13-11-10-12-14-25/h10-16,26,28-29,42H,17-22H2,1-9H3/t26-,28+,29+,36-,37+,38+/m1/s1
• InChI Key: SQZHBAKXXWPYAL-RLMFQVNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₆
• Molecular Weight: 602.80 g/mol
• Exact Mass: 602.36073931 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.7675	76.75%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8421	84.21%
OATP2B1 inhibitior	-	0.7066	70.66%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	-	0.3818	38.18%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6814	68.14%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.8481	84.81%
P-glycoprotein substrate	+	0.5383	53.83%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	+	0.6173	61.73%
CYP2C9 inhibition	-	0.7079	70.79%
CYP2C19 inhibition	-	0.7445	74.45%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.7248	72.48%
CYP2C8 inhibition	+	0.6966	69.66%
CYP inhibitory promiscuity	-	0.6903	69.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4530	45.30%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.5439	54.39%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6880	68.80%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6451	64.51%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8290	82.90%
Acute Oral Toxicity (c)	III	0.3812	38.12%
Estrogen receptor binding	+	0.7899	78.99%
Androgen receptor binding	+	0.7038	70.38%
Thyroid receptor binding	+	0.6433	64.33%
Glucocorticoid receptor binding	+	0.8033	80.33%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	+	0.7524	75.24%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.04%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.77%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL5028	O14672	ADAM10	86.20%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.03%	93.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.58%	94.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.15%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.08%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.35%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.69%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.68%	91.07%

Plants that contains it

• Hypericum erectum

Cross-Links

• PubChem: 162922945
• LOTUS: LTS0072701
• wikiData: Q105258789