(2R,3S,4S,5S,6S)-2-[[(2S,3S,4S,5S,6R)-6-[[(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-1,6-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a6ca7fe0-1847-4149-90de-50f72bcee155
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3S,4S,5S,6S)-2-[[(2S,3S,4S,5S,6R)-6-[[(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-1,6-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3C(CC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)O)C)C)CO)O
• SMILES (Isomeric): CC(C)[C@@H]1C[C@H]([C@H]2[C@]1(CC[C@@]3([C@@]2(CC=C4[C@H]3[C@H](C[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@H]([C@H]([C@@H]([C@@H](O6)CO[C@H]7[C@H]([C@H]([C@@H]([C@@H](O7)CO)O)O)O)O)O)O)C)O)C)C)CO)O
• InChI: InChI=1S/C42H70O14/c1-19(2)21-14-23(46)35-41(7)11-8-20-28(40(41,6)12-13-42(21,35)18-44)22(45)15-26-38(3,4)27(9-10-39(20,26)5)56-37-34(52)32(50)30(48)25(55-37)17-53-36-33(51)31(49)29(47)24(16-43)54-36/h8,19,21-37,43-52H,9-18H2,1-7H3/t21-,22-,23+,24-,25-,26-,27-,28-,29+,30+,31-,32-,33-,34-,35+,36+,37-,39+,40-,41+,42+/m0/s1
• InChI Key: AASNWSYGBVDYSL-DZPYAJNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6565	65.65%
P-glycoprotein inhibitior	+	0.7341	73.41%
P-glycoprotein substrate	-	0.5328	53.28%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6868	68.68%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7146	71.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8044	80.44%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7082	70.82%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7522	75.22%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	-	0.5800	58.00%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.6928	69.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.94%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.61%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.51%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.31%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.70%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.53%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.06%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.99%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.88%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.88%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.72%	90.17%
CHEMBL1871	P10275	Androgen Receptor	82.58%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.11%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.72%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.47%	96.00%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 162874900
• LOTUS: LTS0010508
• wikiData: Q104908336