2-[(3R,4aS,6aR,6bS,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]acetic acid

Details

• Internal ID: 72d1d0e1-d91f-4543-b1ea-7a72bc957b70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[(3R,4aS,6aR,6bS,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]acetic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)CC(=O)O)C)C)C2C1)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)CC(=O)O)C)C)[C@@H]1CC(CC2)(C)C)C
• InChI: InChI=1S/C32H52O2/c1-27(2)15-16-29(5)17-18-31(7)22(23(29)20-27)9-10-25-30(6)13-11-21(19-26(33)34)28(3,4)24(30)12-14-32(25,31)8/h9,21,23-25H,10-20H2,1-8H3,(H,33,34)/t21-,23+,24+,25-,29-,30+,31-,32-/m1/s1
• InChI Key: NPAQHLOHQFGVKW-GEHGUXKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 9.90
• Atomic LogP (AlogP): 8.90
• H-Bond Acceptor: 1
• 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	+	0.9963	99.63%
Caco-2	+	0.5207	52.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5140	51.40%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.8041	80.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8938	89.38%
P-glycoprotein inhibitior	-	0.6011	60.11%
P-glycoprotein substrate	-	0.8568	85.68%
CYP3A4 substrate	+	0.6373	63.73%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.9001	90.01%
CYP2C9 inhibition	-	0.7934	79.34%
CYP2C19 inhibition	-	0.6888	68.88%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	-	0.6012	60.12%
CYP inhibitory promiscuity	-	0.8178	81.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9073	90.73%
Skin irritation	+	0.5071	50.71%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8663	86.63%
skin sensitisation	+	0.6597	65.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7621	76.21%
Acute Oral Toxicity (c)	III	0.8392	83.92%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	+	0.7288	72.88%
Glucocorticoid receptor binding	+	0.8571	85.71%
Aromatase binding	+	0.7595	75.95%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.9017	90.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.11%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.71%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.63%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%

Plants that contains it

• Artemisia argyi

Cross-Links

• PubChem: 163012059
• LOTUS: LTS0157930
• wikiData: Q105182942