(3S,4R,5S)-3-[(3S,5S,10S,13R,14R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-hydroxy-5-[(2R,3S)-3-methyl-2-propan-2-yloxiran-2-yl]oxolan-2-one

Details

• Internal ID: 01a77bf4-7a47-4884-9335-d6cd77db6dc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4R,5S)-3-[(3S,5S,10S,13R,14R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-hydroxy-5-[(2R,3S)-3-methyl-2-propan-2-yloxiran-2-yl]oxolan-2-one
• SMILES (Canonical): CC1C(O1)(C2C(C(C(=O)O2)C3CCC4C3(CC=C5C4=CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C(C)C
• SMILES (Isomeric): C[C@H]1[C@@](O1)([C@@H]2[C@@H]([C@@H](C(=O)O2)[C@H]3CC[C@@H]4[C@@]3(CC=C5C4=CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O)C(C)C
• InChI: InChI=1S/C35H52O10/c1-16(2)35(17(3)45-35)30-27(38)25(31(41)44-30)23-9-8-21-20-7-6-18-14-19(10-12-33(18,4)22(20)11-13-34(21,23)5)42-32-29(40)28(39)26(37)24(15-36)43-32/h7,11,16-19,21,23-30,32,36-40H,6,8-10,12-15H2,1-5H3/t17-,18-,19-,21-,23+,24+,25-,26+,27+,28-,29+,30-,32+,33-,34-,35+/m0/s1
• InChI Key: YKINJEMJMIWNSA-DTTZRFTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₀
• Molecular Weight: 632.80 g/mol
• Exact Mass: 632.35604785 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9073	90.73%
Caco-2	-	0.8450	84.50%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8721	87.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.8552	85.52%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7081	70.81%
P-glycoprotein inhibitior	+	0.6847	68.47%
P-glycoprotein substrate	+	0.5985	59.85%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.8240	82.40%
CYP2C9 inhibition	-	0.7678	76.78%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	+	0.5615	56.15%
CYP inhibitory promiscuity	-	0.8096	80.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5620	56.20%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.5953	59.53%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.7345	73.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6229	62.29%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7149	71.49%
Acute Oral Toxicity (c)	I	0.4762	47.62%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	-	0.5239	52.39%
Glucocorticoid receptor binding	+	0.6709	67.09%
Aromatase binding	+	0.6082	60.82%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.6525	65.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	98.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.97%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.56%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.92%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.18%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.18%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.10%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.78%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.14%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.81%	94.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.04%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	82.32%	92.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.31%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.28%	90.08%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	80.70%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.24%	97.14%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 162900761
• LOTUS: LTS0021160
• wikiData: Q105349707