(2S,3R,4S,5S,6R)-2-[2-(3,12-dihydroxy-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 771985ba-1b03-4f3f-807c-c15e59b9186b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-(3,12-dihydroxy-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C35H60O8/c1-19(2)9-8-14-35(7,43-31-30(41)29(40)28(39)25(18-36)42-31)22-13-16-34(6)27(22)24(37)17-23-20-10-11-26(38)32(3,4)21(20)12-15-33(23,34)5/h9,20-31,36-41H,8,10-18H2,1-7H3/t20?,21?,22?,23?,24?,25-,26?,27?,28-,29+,30-,31+,33?,34?,35?/m1/s1
• InChI Key: HJEHQHFMJJQKNG-YZNLKJEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₀O₈
• Molecular Weight: 608.80 g/mol
• Exact Mass: 608.42881887 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• 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	-	0.8402	84.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.5806	58.06%
OATP1B1 inhibitior	+	0.8222	82.22%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7002	70.02%
P-glycoprotein inhibitior	+	0.6902	69.02%
P-glycoprotein substrate	-	0.6817	68.17%
CYP3A4 substrate	+	0.7135	71.35%
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	+	0.5968	59.68%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8078	80.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8563	85.63%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5724	57.24%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6127	61.27%
Acute Oral Toxicity (c)	I	0.4826	48.26%
Estrogen receptor binding	+	0.6225	62.25%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	-	0.5302	53.02%
Glucocorticoid receptor binding	+	0.5656	56.56%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	+	0.6332	63.32%
Honey bee toxicity	-	0.6046	60.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.53%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.03%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.26%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.23%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.04%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.95%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.83%	96.61%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	88.14%	95.38%
CHEMBL1937	Q92769	Histone deacetylase 2	87.14%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.07%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.46%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.09%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.01%	90.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.91%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL5028	O14672	ADAM10	82.43%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.10%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.76%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.72%	96.90%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.00%	91.03%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 5321959
• NPASS: NPC41060