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

Details

• Internal ID: ca9e5858-a4a2-4161-b517-a94e43edb2df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)CO)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)CO)C)C)C
• InChI: InChI=1S/C30H48O4/c1-25(2)21-9-12-29(6)22(27(21,4)11-10-23(25)32)8-7-19-20-17-26(3,24(33)34)13-15-30(20,18-31)16-14-28(19,29)5/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)
• InChI Key: DDJYMOPTHNUMHK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.21
• 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	+	0.9933	99.33%
Caco-2	-	0.5539	55.39%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8877	88.77%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	-	0.2725	27.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5275	52.75%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	-	0.8090	80.90%
P-glycoprotein substrate	-	0.8042	80.42%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.7773	77.73%
CYP2C9 inhibition	-	0.9018	90.18%
CYP2C19 inhibition	-	0.9476	94.76%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	-	0.6157	61.57%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.5115	51.15%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7619	76.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.8347	83.47%
Estrogen receptor binding	+	0.7366	73.66%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.8619	86.19%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.8512	85.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	96.53%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.24%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.90%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.45%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.22%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.37%	91.19%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 73809774
• LOTUS: LTS0231569
• wikiData: Q104976445