(2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13S,14R,16R,17R)-17-[(2R,3S,3aR,5S,6S,6aS)-2,6-dihydroxy-5-methoxy-5-methyl-6-propan-2-yl-2,3,3a,6a-tetrahydrofuro[3,2-b]furan-3-yl]-16-hydroxy-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 634404d6-73ee-42ef-abbe-a9f60eec6713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13S,14R,16R,17R)-17-[(2R,3S,3aR,5S,6S,6aS)-2,6-dihydroxy-5-methoxy-5-methyl-6-propan-2-yl-2,3,3a,6a-tetrahydrofuro[3,2-b]furan-3-yl]-16-hydroxy-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1(C2C(C(C(O2)O)C3C(CC4C3(CC=C5C4=CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)OC1(C)OC)O
• SMILES (Isomeric): CC(C)[C@@]1([C@@H]2[C@@H]([C@@H]([C@@H](O2)O)[C@H]3[C@@H](C[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)O[C@]1(C)OC)O
• InChI: InChI=1S/C36H56O12/c1-16(2)36(43)30-29(48-35(36,5)44-6)24(31(42)47-30)25-22(38)14-21-19-8-7-17-13-18(9-11-33(17,3)20(19)10-12-34(21,25)4)45-32-28(41)27(40)26(39)23(15-37)46-32/h8,10,16-18,21-32,37-43H,7,9,11-15H2,1-6H3/t17-,18-,21-,22+,23+,24-,25+,26+,27-,28+,29+,30-,31+,32+,33-,34-,35-,36-/m0/s1
• InChI Key: WXFQYZKSJTXSKD-HXLAMNSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₂
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.37717722 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8859	88.59%
Caco-2	-	0.8486	84.86%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8038	80.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8295	82.95%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5845	58.45%
P-glycoprotein inhibitior	+	0.6851	68.51%
P-glycoprotein substrate	+	0.6199	61.99%
CYP3A4 substrate	+	0.7256	72.56%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8306	83.06%
CYP2C9 inhibition	-	0.8349	83.49%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	+	0.6745	67.45%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5205	52.05%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.5918	59.18%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7307	73.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7477	74.77%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7354	73.54%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5989	59.89%
Acute Oral Toxicity (c)	I	0.6306	63.06%
Estrogen receptor binding	+	0.7084	70.84%
Androgen receptor binding	+	0.7483	74.83%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6189	61.89%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.6395	63.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.57%	97.25%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	97.37%	94.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.64%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.75%	95.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	92.60%	94.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.07%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	91.75%	97.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.85%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.67%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.67%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.06%	94.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.70%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.23%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.17%	93.56%
CHEMBL5028	O14672	ADAM10	82.93%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.01%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.54%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.04%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.02%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.86%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.33%	89.00%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 162908264
• LOTUS: LTS0220524
• wikiData: Q105314572