(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2R,4S,6S,7S,8R,9R,12S,13R,16S)-2-hydroxy-5',5'-bis(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 65d19ed6-7276-454b-b8e2-b3b6195de050
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Furospirostanes and derivatives
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2R,4S,6S,7S,8R,9R,12S,13R,16S)-2-hydroxy-5',5'-bis(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3(C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)O)OC19CCC(O9)(CO)CO
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@]3([C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O)O[C@]19CCC(O9)(CO)CO
• InChI: InChI=1S/C45H72O19/c1-19-28-26(63-45(19)13-12-43(17-47,18-48)64-45)15-44(56)25-7-6-22-14-23(8-10-41(22,4)24(25)9-11-42(28,44)5)59-40-37(62-39-34(54)32(52)30(50)21(3)58-39)35(55)36(27(16-46)60-40)61-38-33(53)31(51)29(49)20(2)57-38/h6,19-21,23-40,46-56H,7-18H2,1-5H3/t19-,20-,21-,23-,24-,25+,26-,27+,28-,29-,30-,31+,32+,33+,34+,35-,36+,37+,38-,39-,40+,41-,42+,44+,45-/m0/s1
• InChI Key: JCDXBNPDIZXBIS-KWRGKFIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₉
• Molecular Weight: 917.00 g/mol
• Exact Mass: 916.46678006 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8902	89.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8390	83.90%
P-glycoprotein inhibitior	+	0.7373	73.73%
P-glycoprotein substrate	+	0.5775	57.75%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7434	74.34%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9098	90.98%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7882	78.82%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8321	83.21%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	-	0.5329	53.29%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	+	0.6754	67.54%
PPAR gamma	+	0.7875	78.75%
Honey bee toxicity	-	0.6609	66.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9176	91.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.39%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.66%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.53%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.32%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.50%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.15%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.12%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	85.66%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.18%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.52%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.41%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.43%	91.07%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.85%	91.71%

Plants that contains it

• Dracaena cochinchinensis

Cross-Links

• PubChem: 163090394
• LOTUS: LTS0021946
• wikiData: Q105124747