3alpha,24,29-Trihydroxyolean-12-en-28-oic acid

Details

• Internal ID: 4912f76f-c536-4366-a503-631ab80f78bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aR,6aR,6aS,6bR,8aR,9S,10R,12aR,14bS)-10-hydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1)C)C(=O)O)CO
• SMILES (Isomeric): C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)CO)O)C)C)[C@@H]2C1)C)C(=O)O)CO
• InChI: InChI=1S/C30H48O5/c1-25(17-31)12-14-30(24(34)35)15-13-28(4)19(20(30)16-25)6-7-22-26(2)10-9-23(33)27(3,18-32)21(26)8-11-29(22,28)5/h6,20-23,31-33H,7-18H2,1-5H3,(H,34,35)/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30-/m0/s1
• InChI Key: LQETVSULLNKTKF-YSKPPUCTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• BDBM50253119
• 3alpha,24,29-Trihydroxyolean-12-en-28-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	-	0.5916	59.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	-	0.4026	40.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5602	56.02%
BSEP inhibitior	+	0.9050	90.50%
P-glycoprotein inhibitior	-	0.8155	81.55%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.6592	65.92%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8858	88.58%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	-	0.5777	57.77%
CYP inhibitory promiscuity	-	0.9354	93.54%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.5370	53.70%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4335	43.35%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8184	81.84%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.7827	78.27%
Estrogen receptor binding	+	0.7773	77.73%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.7127	71.27%
PPAR gamma	+	0.6036	60.36%
Honey bee toxicity	-	0.8791	87.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9802	98.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.02%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.15%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%

Plants that contains it

• Diospyros kaki

Cross-Links

• PubChem: 44568935
• LOTUS: LTS0267522
• wikiData: Q105155494