8-epi-1-Hydroxyinuviscolide

Details

• Internal ID: 476bb494-cf22-4c16-ad9a-1f1fda2c5665
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aR,5aR,8R,8aS,9aR)-5a,8-dihydroxy-8-methyl-1,5-dimethylidene-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1(CCC2(C1CC3C(CC2=C)OC(=O)C3=C)O)O
• SMILES (Isomeric): C[C@]1(CC[C@]2([C@H]1C[C@H]3[C@@H](CC2=C)OC(=O)C3=C)O)O
• InChI: InChI=1S/C15H20O4/c1-8-6-11-10(9(2)13(16)19-11)7-12-14(3,17)4-5-15(8,12)18/h10-12,17-18H,1-2,4-7H2,3H3/t10-,11-,12+,14-,15+/m1/s1
• InChI Key: TUXMPYMXQNASGF-AMVBZWJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• 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	+	0.9683	96.83%
Caco-2	+	0.5599	55.99%
Blood Brain Barrier	-	0.6473	64.73%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5158	51.58%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9771	97.71%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.8968	89.68%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8378	83.78%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.7784	77.84%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	+	0.6453	64.53%
CYP2C8 inhibition	-	0.7755	77.55%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.6626	66.26%
Skin irritation	+	0.5091	50.91%
Skin corrosion	-	0.8911	89.11%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	-	0.7866	78.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6453	64.53%
Acute Oral Toxicity (c)	III	0.3341	33.41%
Estrogen receptor binding	+	0.7229	72.29%
Androgen receptor binding	+	0.5269	52.69%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7772	77.72%
Aromatase binding	-	0.5696	56.96%
PPAR gamma	+	0.5995	59.95%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	93.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.48%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	87.76%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	87.65%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%

Plants that contains it

• Chiliadenus candicans

Cross-Links

• PubChem: 23241668
• LOTUS: LTS0051206
• wikiData: Q105265106