Cynartriol

Details

• Internal ID: bd3a0834-9006-4a3a-9780-b9ab0a0c37ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3R,3aR,6aR,9aR,9bR)-3,8-dihydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C(CC2C1C3C(CCC2=C)C(C(=O)O3)(CO)O)O
• SMILES (Isomeric): CC1=C(C[C@@H]2[C@H]1[C@@H]3[C@@H](CCC2=C)[C@](C(=O)O3)(CO)O)O
• InChI: InChI=1S/C15H20O5/c1-7-3-4-10-13(20-14(18)15(10,19)6-16)12-8(2)11(17)5-9(7)12/h9-10,12-13,16-17,19H,1,3-6H2,2H3/t9-,10+,12-,13-,15-/m0/s1
• InChI Key: KJGYLZDPFMQEAP-BOWTYGHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9448	94.48%
Caco-2	-	0.7504	75.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6851	68.51%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.8854	88.54%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.7535	75.35%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.7065	70.65%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.9662	96.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7500	75.00%
Skin irritation	-	0.5550	55.50%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7203	72.03%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6681	66.81%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.6233	62.33%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	+	0.5854	58.54%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	-	0.6864	68.64%
PPAR gamma	-	0.7270	72.70%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9252	92.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.05%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.88%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.43%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.54%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.26%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.21%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.89%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%

Plants that contains it

• Carlina acaulis

Cross-Links

• PubChem: 101369115
• NPASS: NPC27277