9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-4,5,6,6a,7,8,8a,11,12,13,14,14a-dodecahydro-3H-picene-4a-carboxylic acid

Details

• Internal ID: 4cae3d4c-45f0-447e-a941-392995aaf52b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-4,5,6,6a,7,8,8a,11,12,13,14,14a-dodecahydro-3H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(C2=C1)CCC4C3(CCC5C4(CCC(=O)C5(C)CO)C)C)C)C(=O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(C2=C1)CCC4C3(CCC5C4(CCC(=O)C5(C)CO)C)C)C)C(=O)O)C
• InChI: InChI=1S/C30H46O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h17,19,21-22,31H,7-16,18H2,1-6H3,(H,33,34)
• InChI Key: HFOQJPJZQHZMTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.5179	51.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9143	91.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	-	0.4736	47.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5636	56.36%
BSEP inhibitior	+	0.8981	89.81%
P-glycoprotein inhibitior	-	0.5965	59.65%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.6224	62.24%
CYP2C9 substrate	-	0.8198	81.98%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.7644	76.44%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.5916	59.16%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.5233	52.33%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.6882	68.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3762	37.62%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6940	69.40%
skin sensitisation	-	0.8254	82.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.7486	74.86%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	+	0.6372	63.72%
Glucocorticoid receptor binding	+	0.8514	85.14%
Aromatase binding	+	0.7687	76.87%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.9111	91.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	91.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.87%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.25%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.99%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.89%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.99%	82.69%

Plants that contains it

• Acridocarpus vivy

Cross-Links

• PubChem: 72807962
• LOTUS: LTS0174793
• wikiData: Q105027425