Tripterinin

Details

• Internal ID: 9392556f-331c-4f78-81e8-11f95a21283c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2S,5R,6R,8S,11S,12R)-2,6-dihydroxy-6,12-dimethyl-14-oxapentacyclo[10.3.3.15,8.01,11.02,8]nonadecan-13-one
• SMILES (Canonical): CC12CCCC3(C1CCC45C3(CCC(C4)C(C5)(C)O)O)COC2=O
• SMILES (Isomeric): C[C@@]12CCC[C@@]3([C@@H]1CC[C@]45[C@]3(CC[C@H](C4)[C@](C5)(C)O)O)COC2=O
• InChI: InChI=1S/C20H30O4/c1-16-6-3-7-19(12-24-15(16)21)14(16)5-8-18-10-13(17(2,22)11-18)4-9-20(18,19)23/h13-14,22-23H,3-12H2,1-2H3/t13-,14-,16-,17-,18+,19+,20+/m1/s1
• InChI Key: FKVGKCKPWUXRCC-NYRONZRESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL4215338

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9569	95.69%
Caco-2	+	0.7602	76.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8394	83.94%
BSEP inhibitior	-	0.6352	63.52%
P-glycoprotein inhibitior	-	0.9007	90.07%
P-glycoprotein substrate	-	0.7956	79.56%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9098	90.98%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.7464	74.64%
CYP2C8 inhibition	-	0.8335	83.35%
CYP inhibitory promiscuity	-	0.9836	98.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.5897	58.97%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6452	64.52%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.9158	91.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5079	50.79%
Acute Oral Toxicity (c)	IV	0.3317	33.17%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.6902	69.02%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.7310	73.10%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	-	0.5965	59.65%
Honey bee toxicity	-	0.9003	90.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	95.46%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.38%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.48%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.60%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	87.72%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.77%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	84.75%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.15%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.31%	89.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 129834462
• LOTUS: LTS0018647
• wikiData: Q104996830