[(3R,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14aR,14bR)-9-acetyloxy-10-hydroxy-11-(hydroxymethyl)-11-methoxy-4,4,6a,6b,8a,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate

Details

• Internal ID: 678b549f-6325-43c0-9b54-e7de76c6f99d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3R,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14aR,14bR)-9-acetyloxy-10-hydroxy-11-(hydroxymethyl)-11-methoxy-4,4,6a,6b,8a,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(C(C5OC(=O)C)O)(CO)OC)C)C)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@@]([C@@H]([C@@H]5OC(=O)C)O)(CO)OC)C)C)C)C
• InChI: InChI=1S/C34H54O7/c1-20(36)40-26-13-14-31(6)24(29(26,3)4)12-15-33(8)25(31)11-10-22-23-18-34(19-35,39-9)27(38)28(41-21(2)37)30(23,5)16-17-32(22,33)7/h10,23-28,35,38H,11-19H2,1-9H3/t23-,24-,25+,26+,27+,28-,30+,31-,32+,33+,34-/m0/s1
• InChI Key: TTXBPFDTNBYSHA-FOHBVDNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₇
• Molecular Weight: 574.80 g/mol
• Exact Mass: 574.38695406 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	-	0.7513	75.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8949	89.49%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.7237	72.37%
OATP1B3 inhibitior	-	0.4464	44.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5457	54.57%
BSEP inhibitior	+	0.7960	79.60%
P-glycoprotein inhibitior	+	0.7240	72.40%
P-glycoprotein substrate	-	0.7255	72.55%
CYP3A4 substrate	+	0.6999	69.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8247	82.47%
CYP2C9 inhibition	-	0.7336	73.36%
CYP2C19 inhibition	-	0.8614	86.14%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8271	82.71%
CYP2C8 inhibition	+	0.6335	63.35%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7306	73.06%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6052	60.52%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4322	43.22%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6024	60.24%
Acute Oral Toxicity (c)	III	0.7263	72.63%
Estrogen receptor binding	+	0.6323	63.23%
Androgen receptor binding	+	0.7230	72.30%
Thyroid receptor binding	+	0.5245	52.45%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	+	0.7568	75.68%
PPAR gamma	+	0.6885	68.85%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	98.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.85%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.95%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	87.09%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.64%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.33%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.20%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.40%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.89%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.86%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.22%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.76%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.70%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.92%	95.56%

Plants that contains it

• Fissistigma oldhamii
• Saussurea muliensis

Cross-Links

• PubChem: 24878845
• LOTUS: LTS0108542
• wikiData: Q105162515