10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-1-carboxylic acid

Details

• Internal ID: 6d1e7856-16d3-4876-a14f-2aa62b63f428
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C(=O)O)C)C
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C(=O)O)C)C
• InChI: InChI=1S/C32H50O4/c1-19-11-14-29(5)17-18-31(7)21(26(29)25(19)27(34)35)9-10-23-30(6)15-13-24(36-20(2)33)28(3,4)22(30)12-16-32(23,31)8/h9,19,22-26H,10-18H2,1-8H3,(H,34,35)
• InChI Key: BJOOCLFEDNCAQE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₄
• Molecular Weight: 498.70 g/mol
• Exact Mass: 498.37091007 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.6025	60.25%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8898	88.98%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.7441	74.41%
OATP1B3 inhibitior	-	0.3364	33.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	-	0.4582	45.82%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.7725	77.25%
CYP2C9 inhibition	-	0.8651	86.51%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.5928	59.28%
CYP2C8 inhibition	+	0.6190	61.90%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9279	92.79%
Skin irritation	+	0.6355	63.55%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.5676	56.76%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.8694	86.94%
Estrogen receptor binding	+	0.7475	74.75%
Androgen receptor binding	+	0.7254	72.54%
Thyroid receptor binding	+	0.6121	61.21%
Glucocorticoid receptor binding	+	0.8049	80.49%
Aromatase binding	+	0.6949	69.49%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.7850	78.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5795	57.95%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.58%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	85.57%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.71%	95.56%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%

Plants that contains it

• Isodon rugosus

Cross-Links

• PubChem: 162883243
• LOTUS: LTS0088610
• wikiData: Q104937219