3-[10,13-dimethyl-3-[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]-6-(1-hydroxyethyl)-6-propan-2-yloxan-2-one

Details

• Internal ID: c42f86f8-bfdd-4c9d-980e-a546ba3b2ad7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[10,13-dimethyl-3-[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]-6-(1-hydroxyethyl)-6-propan-2-yloxan-2-one
• SMILES (Canonical): CC(C)C1(CCC(C(=O)O1)C2CCC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(C)O
• SMILES (Isomeric): CC(C)C1(CCC(C(=O)O1)C2CCC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(C)O
• InChI: InChI=1S/C35H54O9/c1-18(2)35(19(3)37)15-11-23(31(41)44-35)25-9-8-24-22-7-6-20-16-21(10-13-33(20,4)26(22)12-14-34(24,25)5)42-32-30(40)29(39)28(38)27(17-36)43-32/h7,12,18-21,23-25,27-30,32,36-40H,6,8-11,13-17H2,1-5H3
• InChI Key: CEVOADNZIYQSMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₉
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.37678330 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 9
• 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	+	0.8874	88.74%
Caco-2	-	0.8278	82.78%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8839	88.39%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	-	0.3222	32.22%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	-	0.4620	46.20%
P-glycoprotein inhibitior	+	0.6807	68.07%
P-glycoprotein substrate	-	0.5307	53.07%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	-	0.9258	92.58%
CYP2C9 inhibition	-	0.8451	84.51%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	+	0.5551	55.51%
CYP inhibitory promiscuity	-	0.8484	84.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7105	71.05%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6598	65.98%
skin sensitisation	-	0.9106	91.06%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4700	47.00%
Acute Oral Toxicity (c)	III	0.4225	42.25%
Estrogen receptor binding	+	0.6980	69.80%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	-	0.5275	52.75%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	+	0.6023	60.23%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.6870	68.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9775	97.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.01%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.82%	86.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.14%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.61%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.07%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.15%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.15%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.63%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.57%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.33%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	83.07%	98.10%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.84%	94.97%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.53%	85.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.35%	95.71%
CHEMBL226	P30542	Adenosine A1 receptor	80.59%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.35%	100.00%

Plants that contains it

• Decaneuropsis cumingiana

Cross-Links

• PubChem: 162983909
• LOTUS: LTS0185480
• wikiData: Q104956123