[(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methyl acetate

Details

• Internal ID: 07815b9c-1759-446e-87da-d66f96ef3a3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CCC(CC1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)(C)C
• SMILES (Isomeric): CC(=O)OC[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]1CC(CC2)(C)C)C
• InChI: InChI=1S/C32H52O3/c1-21(33)35-20-32-17-15-27(2,3)19-23(32)22-9-10-25-29(6)13-12-26(34)28(4,5)24(29)11-14-31(25,8)30(22,7)16-18-32/h9,23-26,34H,10-20H2,1-8H3/t23-,24-,25+,26-,29-,30+,31+,32+/m0/s1
• InChI Key: MOMZFICIDJEWQF-NEIIXNPVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.39164552 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.71
• 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	+	0.9973	99.73%
Caco-2	-	0.5234	52.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9102	91.02%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	-	0.5675	56.75%
P-glycoprotein substrate	-	0.8373	83.73%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8742	87.42%
CYP2C9 inhibition	-	0.6745	67.45%
CYP2C19 inhibition	-	0.7654	76.54%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8764	87.64%
CYP2C8 inhibition	-	0.5585	55.85%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5885	58.85%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7074	70.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.6839	68.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.7779	77.79%
Estrogen receptor binding	+	0.7690	76.90%
Androgen receptor binding	+	0.6679	66.79%
Thyroid receptor binding	+	0.5901	59.01%
Glucocorticoid receptor binding	+	0.8050	80.50%
Aromatase binding	+	0.7095	70.95%
PPAR gamma	+	0.5916	59.16%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.17%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.23%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.62%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.87%	97.25%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.45%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.21%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.98%	95.17%
CHEMBL5028	O14672	ADAM10	80.55%	97.50%

Plants that contains it

• Asphodeline tenuior
• Bothriocline longipes
• Diospyros maritima
• Euphorbia ampliphylla
• Glycyrrhiza triphylla
• Iris hoogiana
• Metzgeria pubescens
• Salvia glutinosa
• Salvia tchihatcheffii
• Senecio madagascariensis

Cross-Links

• PubChem: 11799091
• NPASS: NPC28336
• LOTUS: LTS0067069
• wikiData: Q105168998