(1'S,2'S,3S,3aR,4'S,8R,8'R,8aR,9aR,12'R)-8,15'-dihydroxy-2',5,8a,11'-tetramethyl-7'-methylidenespiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-2,6'-dione

Details

• Internal ID: 4bf25651-7e73-4b26-bc9d-2dd905ce9804
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (1'S,2'S,3S,3aR,4'S,8R,8'R,8aR,9aR,12'R)-8,15'-dihydroxy-2',5,8a,11'-tetramethyl-7'-methylidenespiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-2,6'-dione
• SMILES (Canonical): CC1CCC(C2(C1=CC3C(C2)OC(=O)C34CC56C(CC7C(CC5=C(C4C6O)C)C(=C)C(=O)O7)C)C)O
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](CC3=C([C@H]4C([C@@]13C[C@]45[C@H]6C=C7C(CC[C@H]([C@@]7(C[C@H]6OC5=O)C)O)C)O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C30H38O6/c1-13-6-7-23(31)28(5)11-22-20(10-18(13)28)30(27(34)36-22)12-29-14(2)8-21-17(15(3)26(33)35-21)9-19(29)16(4)24(30)25(29)32/h10,13-14,17,20-25,31-32H,3,6-9,11-12H2,1-2,4-5H3/t13?,14-,17+,20-,21-,22+,23+,24-,25?,28+,29-,30-/m0/s1
• InChI Key: WGMMZFIBUILTBJ-LOIINJDASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₆
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.26683893 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.7317	73.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.8392	83.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5124	51.24%
BSEP inhibitior	-	0.4835	48.35%
P-glycoprotein inhibitior	+	0.6330	63.30%
P-glycoprotein substrate	+	0.5475	54.75%
CYP3A4 substrate	+	0.7124	71.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.6500	65.00%
CYP2C9 inhibition	-	0.8552	85.52%
CYP2C19 inhibition	-	0.9197	91.97%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.7489	74.89%
CYP2C8 inhibition	+	0.6842	68.42%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4499	44.99%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9313	93.13%
Skin irritation	+	0.6187	61.87%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6534	65.34%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6542	65.42%
skin sensitisation	-	0.7913	79.13%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5444	54.44%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.7408	74.08%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	+	0.7365	73.65%
PPAR gamma	+	0.6402	64.02%
Honey bee toxicity	-	0.7092	70.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	94.84%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	90.97%	97.05%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.79%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.41%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.20%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.20%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.63%	92.94%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.58%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.25%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.98%	85.14%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 102106318
• NPASS: NPC308387