Yunnancoronarin B

Details

• Internal ID: 2510f1fa-20be-40bc-9e0a-d379046a9e5d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[(E)-2-[(1S,4R,4aS,8aR)-4-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one
• SMILES (Canonical): CC1(CCCC2(C1C(CC(=C)C2C=CC3=CCOC3=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@@H](CC(=C)[C@@H]2/C=C/C3=CCOC3=O)O)(C)C
• InChI: InChI=1S/C20H28O3/c1-13-12-16(21)17-19(2,3)9-5-10-20(17,4)15(13)7-6-14-8-11-23-18(14)22/h6-8,15-17,21H,1,5,9-12H2,2-4H3/b7-6+/t15-,16+,17-,20+/m0/s1
• InChI Key: ALSRJBHEUPQISY-ITULZCSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.6013	60.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7254	72.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7701	77.01%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	-	0.7033	70.33%
P-glycoprotein substrate	-	0.7566	75.66%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.6897	68.97%
CYP2C9 inhibition	-	0.8130	81.30%
CYP2C19 inhibition	-	0.7298	72.98%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.6852	68.52%
CYP2C8 inhibition	-	0.7108	71.08%
CYP inhibitory promiscuity	-	0.8659	86.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5535	55.35%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9376	93.76%
Skin irritation	+	0.5315	53.15%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.6470	64.70%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6154	61.54%
Acute Oral Toxicity (c)	III	0.7075	70.75%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	-	0.4880	48.80%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.7043	70.43%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.6738	67.38%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	98.70%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.17%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	81.65%	97.05%

Plants that contains it

• Hedychium forrestii
• Hedychium gardnerianum
• Hedychium yunnanense

Cross-Links

• PubChem: 101457894
• NPASS: NPC81551
• LOTUS: LTS0190167
• wikiData: Q104914330