10-Hydroxy-2,6a,6b,9,9,12a,14b-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,13-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: ef4b078b-d9fa-47b7-b47d-cb07e9e9f808
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-2,6a,6b,9,9,12a,14b-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,13-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2(C1)C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2(C1)C)C)C(=O)O
• InChI: InChI=1S/C30H48O3/c1-19-10-15-30(24(32)33)17-16-28(6)22(29(30,7)18-19)9-8-21-26(4)13-12-23(31)25(2,3)20(26)11-14-27(21,28)5/h9,19-21,23,31H,8,10-18H2,1-7H3,(H,32,33)
• InChI Key: JZLQVJYMFRDBBV-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): 7.23
• 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	+	0.9972	99.72%
Caco-2	+	0.5913	59.13%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9058	90.58%
P-glycoprotein inhibitior	-	0.8754	87.54%
P-glycoprotein substrate	-	0.8384	83.84%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.4519	45.19%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9021	90.21%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4741	47.41%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6685	66.85%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.7689	76.89%
Androgen receptor binding	+	0.7171	71.71%
Thyroid receptor binding	+	0.6940	69.40%
Glucocorticoid receptor binding	+	0.8334	83.34%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.5739	57.39%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	93.95%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.74%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.40%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.80%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	81.17%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.29%	93.00%

Plants that contains it

• Crataegus pinnatifida

Cross-Links

• PubChem: 162882146
• LOTUS: LTS0015200
• wikiData: Q105137468