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

Details

• Internal ID: 2b348197-81fc-4971-8fe6-a354a29773d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-6a-(hydroxymethyl)-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)CO)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)CO)C(=O)O
• InChI: InChI=1S/C30H48O4/c1-18-9-14-29(25(33)34)15-16-30(17-31)20(24(29)19(18)2)7-8-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,30)6/h7,18-19,21-24,31-32H,8-17H2,1-6H3,(H,33,34)
• InChI Key: YBQHMGFOAOJZCG-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): 6.06
• 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	+	0.5281	52.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8877	88.77%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	-	0.2725	27.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5275	52.75%
BSEP inhibitior	+	0.8051	80.51%
P-glycoprotein inhibitior	-	0.8850	88.50%
P-glycoprotein substrate	-	0.7329	73.29%
CYP3A4 substrate	+	0.6704	67.04%
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	+	0.4638	46.38%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9409	94.09%
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	-	0.5720	57.20%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5383	53.83%
skin sensitisation	-	0.7619	76.19%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8943	89.43%
Acute Oral Toxicity (c)	III	0.8347	83.47%
Estrogen receptor binding	+	0.7560	75.60%
Androgen receptor binding	+	0.7318	73.18%
Thyroid receptor binding	+	0.6266	62.66%
Glucocorticoid receptor binding	+	0.8313	83.13%
Aromatase binding	+	0.6659	66.59%
PPAR gamma	+	0.5685	56.85%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	95.15%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%
CHEMBL5028	O14672	ADAM10	82.08%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 75051803
• LOTUS: LTS0092776
• wikiData: Q105345992