6beta-Hydroxyarjunic acid

Details

• Internal ID: 66168b53-9236-4871-9fbe-c04175a91663
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4aR,6aR,6aS,6bR,8R,8aR,10R,11R,12aR,14bS)-1,8,10,11-tetrahydroxy-2,2,6a,6b,9,9,12a-heptamethyl-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(CC(C5C4(CC(C(C5(C)C)O)O)C)O)C)C2C1O)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC([C@H]([C@H]3C1=CC[C@H]4[C@]2(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)O)C)O)(C)C)C(=O)O
• InChI: InChI=1S/C30H48O6/c1-25(2)10-12-30(24(35)36)13-11-28(6)16(20(30)23(25)34)8-9-19-27(5)14-18(32)22(33)26(3,4)21(27)17(31)15-29(19,28)7/h8,17-23,31-34H,9-15H2,1-7H3,(H,35,36)/t17-,18-,19-,20-,21+,22+,23+,27-,28-,29-,30+/m1/s1
• InChI Key: LYKPBOGDPDYKJM-MRRMTVBYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₆
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.34508925 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• CHEMBL475889
• 2alpha,3beta,6beta,19alpha-Tetrahydroxyoleana-12-ene-28-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.6290	62.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.7905	79.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.4755	47.55%
P-glycoprotein inhibitior	-	0.7862	78.62%
P-glycoprotein substrate	-	0.7366	73.66%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8826	88.26%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.6092	60.92%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9253	92.53%
Skin irritation	+	0.6217	62.17%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6135	61.35%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5849	58.49%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.6470	64.70%
Estrogen receptor binding	+	0.6956	69.56%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	+	0.7166	71.66%
Aromatase binding	+	0.6513	65.13%
PPAR gamma	+	0.5500	55.00%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	92.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.80%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.16%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	80.20%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.13%	100.00%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10577466
• NPASS: NPC43686
• LOTUS: LTS0138468
• wikiData: Q105159404