Triterpenoids

Details

• Internal ID: de4c7fb3-e117-4ec6-9160-9a2d7bca88f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 9,10,11-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,10,11,12,13,14b-dodecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CC=C5C4(CC(C(C5(C)O)O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CC=C5C4(CC(C(C5(C)O)O)O)C)C)C2C1)C)C(=O)O)C
• InChI: InChI=1S/C29H44O5/c1-24(2)11-13-29(23(32)33)14-12-26(4)17(18(29)15-24)7-8-20-25(3)16-19(30)22(31)28(6,34)21(25)9-10-27(20,26)5/h7,9,18-20,22,30-31,34H,8,10-16H2,1-6H3,(H,32,33)
• InChI Key: WYJAKKNMIDWZKG-UHFFFAOYSA-N
• Popularity: 6,623 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₅
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.31887450 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.5792	57.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	-	0.4697	46.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8929	89.29%
P-glycoprotein inhibitior	-	0.7480	74.80%
P-glycoprotein substrate	-	0.7333	73.33%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	-	0.6648	66.48%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9113	91.13%
Skin irritation	+	0.5914	59.14%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4591	45.91%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.5117	51.17%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7834	78.34%
Aromatase binding	+	0.7207	72.07%
PPAR gamma	+	0.5273	52.73%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.71%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.93%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.57%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.46%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78126908
• LOTUS: LTS0223556
• wikiData: Q105322248