10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,14a,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 8605a386-1d36-47eb-82d6-649ad433a749
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,14a,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(C2C1C)C=CC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(C2C1C)C=CC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C(=O)O
• InChI: InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8-9,18-24,31H,10-17H2,1-7H3,(H,32,33)
• InChI Key: PLSAJKYPRJGMHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.95
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	0.5790	57.90%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7784	77.84%
P-glycoprotein inhibitior	-	0.8089	80.89%
P-glycoprotein substrate	-	0.8036	80.36%
CYP3A4 substrate	+	0.6634	66.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.8260	82.60%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.9078	90.78%
CYP2D6 inhibition	-	0.9706	97.06%
CYP1A2 inhibition	-	0.8737	87.37%
CYP2C8 inhibition	-	0.6397	63.97%
CYP inhibitory promiscuity	-	0.9552	95.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6611	66.11%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9473	94.73%
Skin irritation	+	0.6472	64.72%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3942	39.42%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	+	0.5303	53.03%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9109	91.09%
Acute Oral Toxicity (c)	III	0.7745	77.45%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7098	70.98%
Thyroid receptor binding	+	0.6935	69.35%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.6564	65.64%
PPAR gamma	+	0.6108	61.08%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.94%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.25%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.06%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.64%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.19%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.13%	92.94%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 162861821
• LOTUS: LTS0054200
• wikiData: Q105211174