2-(3,10-Dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicen-2-yl)acetic acid

Details

• Internal ID: 3307637b-b4dd-4f79-817d-57cabd41d1a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-(3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicen-2-yl)acetic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)C=CC4=C5CC(C(CC5(CCC43C)C)O)(C)CC(=O)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1O)C)C=CC4=C5CC(C(CC5(CCC43C)C)O)(C)CC(=O)O)C)C
• InChI: InChI=1S/C31H48O4/c1-26(2)21-10-13-31(7)22(29(21,5)12-11-23(26)32)9-8-19-20-16-28(4,18-25(34)35)24(33)17-27(20,3)14-15-30(19,31)6/h8-9,21-24,32-33H,10-18H2,1-7H3,(H,34,35)
• InChI Key: LVDCSJMXTGYRIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5633	56.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8583	85.83%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	-	0.2279	22.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8690	86.90%
P-glycoprotein inhibitior	-	0.6255	62.55%
P-glycoprotein substrate	-	0.7226	72.26%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.9373	93.73%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.9402	94.02%
CYP2C8 inhibition	-	0.5946	59.46%
CYP inhibitory promiscuity	-	0.8804	88.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7180	71.80%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.6389	63.89%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3870	38.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5345	53.45%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	III	0.8620	86.20%
Estrogen receptor binding	+	0.6866	68.66%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.8117	81.17%
Aromatase binding	+	0.7253	72.53%
PPAR gamma	+	0.6511	65.11%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.74%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.35%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.01%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.36%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	81.70%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Glycyrrhiza yunnanensis

Cross-Links

• PubChem: 5319154
• LOTUS: LTS0213172
• wikiData: Q105157798