3-(1,4a,4b,6a,9,10-hexamethyl-8-oxo-2-prop-1-en-2-yl-3,4,5,6,7,9,10,10a,12,12a-decahydro-2H-chrysen-1-yl)propanoic acid

Details

• Internal ID: 767d1ea3-843e-4952-9cf0-3fb1f3f7f5b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-(1,4a,4b,6a,9,10-hexamethyl-8-oxo-2-prop-1-en-2-yl-3,4,5,6,7,9,10,10a,12,12a-decahydro-2H-chrysen-1-yl)propanoic acid
• SMILES (Canonical): CC1C(C(=O)CC2(C1C3=CCC4C(C3(CC2)C)(CCC(C4(C)CCC(=O)O)C(=C)C)C)C)C
• SMILES (Isomeric): CC1C(C(=O)CC2(C1C3=CCC4C(C3(CC2)C)(CCC(C4(C)CCC(=O)O)C(=C)C)C)C)C
• InChI: InChI=1S/C30H46O3/c1-18(2)21-11-14-30(8)24(28(21,6)13-12-25(32)33)10-9-22-26-20(4)19(3)23(31)17-27(26,5)15-16-29(22,30)7/h9,19-21,24,26H,1,10-17H2,2-8H3,(H,32,33)
• InChI Key: FHXCFZXTJFEVAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5434	54.34%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8201	82.01%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9594	95.94%
P-glycoprotein inhibitior	-	0.5396	53.96%
P-glycoprotein substrate	-	0.5525	55.25%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.6432	64.32%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.9567	95.67%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9560	95.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9098	90.98%
Skin irritation	+	0.6040	60.40%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3771	37.71%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6997	69.97%
skin sensitisation	-	0.5765	57.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.7807	78.07%
Estrogen receptor binding	+	0.6118	61.18%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	+	0.7048	70.48%
Glucocorticoid receptor binding	+	0.8406	84.06%
Aromatase binding	+	0.7064	70.64%
PPAR gamma	+	0.6765	67.65%
Honey bee toxicity	-	0.8638	86.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.57%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.33%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.94%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.20%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.82%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.33%	93.03%

Plants that contains it

• Pachylobus normandii

Cross-Links

• PubChem: 162912803
• LOTUS: LTS0087270
• wikiData: Q105282935