Radiatin

Details

• Internal ID: 8277588e-2697-42ae-b463-8e64d81c6fd8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(1S,3aS,4R,5S,5aS,8aR,9S,9aS)-4-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC1C2C=CC(=O)C2(C(C3C(C(=O)OC3C1O)C)OC(=O)C(=C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2C=CC(=O)[C@]2([C@H]([C@@H]3[C@@H](C(=O)O[C@@H]3[C@@H]1O)C)OC(=O)C(=C)C)C
• InChI: InChI=1S/C19H24O6/c1-8(2)17(22)25-16-13-10(4)18(23)24-15(13)14(21)9(3)11-6-7-12(20)19(11,16)5/h6-7,9-11,13-16,21H,1H2,2-5H3/t9-,10-,11-,13+,14+,15-,16-,19-/m0/s1
• InChI Key: UAGDSHSRQZJWSQ-HYJBFAGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 25873-31-8
• NSC220531
• NSC 220531
• CHEBI:8770
• [(1S,3aS,4R,5S,5aS,8aR,9S,9aS)-4-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] 2-methylprop-2-enoate
• NSC-220531
• NCI60_001833
• 9-Hydroxy-3,4a,8-trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno(6,5-b)furan-4-yl 2-methylacrylate
• AC1L7KNP
• CHEMBL1998462
• SCHEMBL29742963
• DTXSID301099683
• C09539
• Q27108144
• 2-Propenoic acid, 2,3,3a,4,4a,5,7a,8,9,9a-decahydro-9-hydroxy-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester, [3S-(3.alpha.,3a.beta.,4.beta.,4a.alpha.,7a.beta.,8.beta.,9.alpha.,9a.beta.)]-
• 2-Propenoic acid, 2-methyl-, (3S,3aS,4S,4aR,7aS,8S,9R,9aS)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-9-hydroxy-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.5794	57.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5760	57.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6711	67.11%
P-glycoprotein inhibitior	-	0.5961	59.61%
P-glycoprotein substrate	-	0.6947	69.47%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.6605	66.05%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.7995	79.95%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4079	40.79%
Eye corrosion	-	0.9371	93.71%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4890	48.90%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.6377	63.77%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7090	70.90%
Acute Oral Toxicity (c)	II	0.3288	32.88%
Estrogen receptor binding	+	0.6941	69.41%
Androgen receptor binding	-	0.5680	56.80%
Thyroid receptor binding	-	0.5279	52.79%
Glucocorticoid receptor binding	-	0.6445	64.45%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	+	0.5203	52.03%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.24%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.88%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.26%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.81%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.99%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.29%	94.00%

Plants that contains it

• Baileya multiradiata

Cross-Links

• PubChem: 312134
• NPASS: NPC225353