[(3S,5R,10S,13R,14R,17R)-17-[(1S)-1-[(2R,4S)-4-hydroxy-5,5-dimethyloxolan-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: a54920cd-3811-4861-8f85-f9bc96e9fbb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,10S,13R,14R,17R)-17-[(1S)-1-[(2R,4S)-4-hydroxy-5,5-dimethyloxolan-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)C5CC(C(O5)(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)[C@H]5C[C@@H](C(O5)(C)C)O
• InChI: InChI=1S/C32H52O4/c1-19(24-18-26(34)29(5,6)36-24)21-12-16-32(9)23-10-11-25-28(3,4)27(35-20(2)33)14-15-30(25,7)22(23)13-17-31(21,32)8/h19,21,24-27,34H,10-18H2,1-9H3/t19-,21+,24+,25-,26-,27-,30+,31+,32-/m0/s1
• InChI Key: IKYOUWYBNIHMDY-MUKPHVGRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₄
• Molecular Weight: 500.80 g/mol
• Exact Mass: 500.38656014 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5890	58.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7012	70.12%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	-	0.3178	31.78%
OATP1B3 inhibitior	+	0.8921	89.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7965	79.65%
P-glycoprotein inhibitior	+	0.6124	61.24%
P-glycoprotein substrate	-	0.6144	61.44%
CYP3A4 substrate	+	0.7063	70.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.6334	63.34%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.8314	83.14%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.6503	65.03%
CYP2C8 inhibition	+	0.6353	63.53%
CYP inhibitory promiscuity	-	0.9177	91.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9246	92.46%
Skin irritation	+	0.6181	61.81%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4375	43.75%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6194	61.94%
Acute Oral Toxicity (c)	I	0.3622	36.22%
Estrogen receptor binding	+	0.7120	71.20%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6132	61.32%
Glucocorticoid receptor binding	+	0.8162	81.62%
Aromatase binding	+	0.7733	77.33%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9898	98.98%

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	97.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.97%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.78%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.25%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.02%	85.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.98%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.44%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.39%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.85%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.68%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.45%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.80%	90.17%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%

Plants that contains it

• Dalea purpurea

Cross-Links

• PubChem: 44422437
• LOTUS: LTS0041140
• wikiData: Q105268835