(1R,2R,5S,9S,11S,12S)-11-hydroxy-2,6,6',6',9,12-hexamethyl-15-methylidenespiro[13-oxatetracyclo[7.5.1.01,11.02,7]pentadec-6-ene-5,5'-pyran]-2',10,14-trione

Details

• Internal ID: cde8b6d7-3b30-4f9c-bafc-bedc064863c7
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,2R,5S,9S,11S,12S)-11-hydroxy-2,6,6',6',9,12-hexamethyl-15-methylidenespiro[13-oxatetracyclo[7.5.1.01,11.02,7]pentadec-6-ene-5,5'-pyran]-2',10,14-trione
• SMILES (Canonical): CC1C2(C(=O)C3(CC4=C(C5(CCC4(C2(C3=C)C(=O)O1)C)C=CC(=O)OC5(C)C)C)C)O
• SMILES (Isomeric): C[C@H]1[C@@]2(C(=O)[C@]3(CC4=C([C@]5(CC[C@]4([C@@]2(C3=C)C(=O)O1)C)C=CC(=O)OC5(C)C)C)C)O
• InChI: InChI=1S/C25H30O6/c1-13-16-12-21(6)14(2)24(19(28)30-15(3)25(24,29)18(21)27)22(16,7)10-11-23(13)9-8-17(26)31-20(23,4)5/h8-9,15,29H,2,10-12H2,1,3-7H3/t15-,21-,22+,23+,24+,25-/m0/s1
• InChI Key: HBOLBAIAIDNJPE-ZKXIIJRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₆
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.20423867 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.5076	50.76%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7820	78.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5655	56.55%
P-glycoprotein inhibitior	-	0.5124	51.24%
P-glycoprotein substrate	-	0.5493	54.93%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7224	72.24%
CYP2C9 inhibition	-	0.7909	79.09%
CYP2C19 inhibition	-	0.8563	85.63%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.5085	50.85%
CYP2C8 inhibition	-	0.6867	68.67%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4702	47.02%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8617	86.17%
Skin irritation	+	0.5401	54.01%
Skin corrosion	-	0.8874	88.74%
Ames mutagenesis	+	0.5630	56.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5109	51.09%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6233	62.33%
skin sensitisation	-	0.7510	75.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5209	52.09%
Acute Oral Toxicity (c)	III	0.4940	49.40%
Estrogen receptor binding	+	0.6736	67.36%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	+	0.7272	72.72%
Glucocorticoid receptor binding	+	0.7496	74.96%
Aromatase binding	+	0.7704	77.04%
PPAR gamma	+	0.5903	59.03%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.7750	77.50%
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
CHEMBL1951	P21397	Monoamine oxidase A	94.32%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.57%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.40%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.17%	94.00%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 102382183
• LOTUS: LTS0140784
• wikiData: Q105025399