(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(2R,3S,5S,8R,9R,10S,12S,13R,14S,17S)-2,3,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 35e27f6a-2481-4c04-ac3f-deae6cfd99ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(2R,3S,5S,8R,9R,10S,12S,13R,14S,17S)-2,3,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CC(C(C4(C)C)O)O)C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@]2([C@@H]1[C@H](C[C@H]3[C@]2(CC[C@H]4[C@]3(C[C@H]([C@H](C4(C)C)O)O)C)C)O)C)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(42)28(41)27(40)23(18-37)44-31)20-11-14-35(7)26(20)21(38)16-25-33(5)17-22(39)30(43)32(3,4)24(33)12-15-34(25,35)6/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21-,22+,23+,24+,25+,26-,27-,28-,29+,30+,31-,33+,34+,35-,36-/m0/s1
• InChI Key: VRIIDCOLNSFSHH-OXABDINSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₉
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.43938355 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8156	81.56%
Caco-2	-	0.8428	84.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8103	81.03%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.6811	68.11%
P-glycoprotein inhibitior	+	0.7320	73.20%
P-glycoprotein substrate	-	0.7977	79.77%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	+	0.5933	59.33%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7724	77.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8395	83.95%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6562	65.62%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5574	55.74%
Acute Oral Toxicity (c)	I	0.4826	48.26%
Estrogen receptor binding	+	0.6243	62.43%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	-	0.5159	51.59%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	+	0.6980	69.80%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.6048	60.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9437	94.37%

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	98.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.60%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.25%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.34%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.61%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.18%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.64%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.55%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.70%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.25%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	85.15%	97.79%
CHEMBL1977	P11473	Vitamin D receptor	83.55%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.69%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.63%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	81.33%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.66%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 154496703
• LOTUS: LTS0028390
• wikiData: Q105291798