(1S,4S,8S,12R)-9-[2-[(3S)-3-hydroxy-5-oxooxolan-3-yl]ethyl]-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-9-ene-3,11-dione

Details

• Internal ID: 1203503a-c473-443c-9cc8-22332c38e2e9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,4S,8S,12R)-9-[2-[(3S)-3-hydroxy-5-oxooxolan-3-yl]ethyl]-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-9-ene-3,11-dione
• SMILES (Canonical): CC1=C(C2(CCCC3(C2C(C1=O)OC3=O)C)C)CCC4(CC(=O)OC4)O
• SMILES (Isomeric): CC1=C([C@]2(CCC[C@]3([C@@H]2[C@@H](C1=O)OC3=O)C)C)CC[C@@]4(CC(=O)OC4)O
• InChI: InChI=1S/C20H26O6/c1-11-12(5-8-20(24)9-13(21)25-10-20)18(2)6-4-7-19(3)16(18)15(14(11)22)26-17(19)23/h15-16,24H,4-10H2,1-3H3/t15-,16-,18-,19+,20+/m1/s1
• InChI Key: JRBMIKVAUKDRCI-ZJXIFLPPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6397	63.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8355	83.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5020	50.20%
BSEP inhibitior	-	0.6623	66.23%
P-glycoprotein inhibitior	-	0.5871	58.71%
P-glycoprotein substrate	-	0.6713	67.13%
CYP3A4 substrate	+	0.6199	61.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9111	91.11%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	-	0.8426	84.26%
CYP2C19 inhibition	-	0.9468	94.68%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	-	0.6518	65.18%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4387	43.87%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8255	82.55%
Skin irritation	+	0.6652	66.52%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5460	54.60%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6606	66.06%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.4295	42.95%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.6487	64.87%
Thyroid receptor binding	+	0.5501	55.01%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	-	0.5056	50.56%
Honey bee toxicity	-	0.8794	87.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.06%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.94%	100.00%

Plants that contains it

• Leonurus persicus
• Panzerina lanata

Cross-Links

• PubChem: 163036195
• LOTUS: LTS0265061
• wikiData: Q105133802