(3R,4S,5R,6R)-2-[(3R,4S,5R)-4,5-dihydroxy-2-[[(2R,3S,4R,7R,8S,9S,10R,13R,14S,17R)-2,3,7-trihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 685b2313-77ae-4e3d-81d5-6ab04dc87cf0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (3R,4S,5R,6R)-2-[(3R,4S,5R)-4,5-dihydroxy-2-[[(2R,3S,4R,7R,8S,9S,10R,13R,14S,17R)-2,3,7-trihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CC(C(C4OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)C)O)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C=C4[C@@]3(C[C@H]([C@@H]([C@@H]4OC5[C@@H]([C@H]([C@@H](CO5)O)O)OC6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O)C)O)C
• InChI: InChI=1S/C39H64O13/c1-17(2)18(3)7-8-19(4)20-9-10-21-28-22(11-12-38(20,21)5)39(6)14-25(42)29(44)34(23(39)13-24(28)41)51-37-35(30(45)26(43)16-49-37)52-36-33(48)32(47)31(46)27(15-40)50-36/h13,17,19-22,24-37,40-48H,3,7-12,14-16H2,1-2,4-6H3/t19-,20-,21+,22+,24+,25-,26-,27-,28+,29+,30+,31+,32+,33-,34-,35-,36?,37?,38-,39-/m1/s1
• InChI Key: MNTWMYQTYXRNDD-APTQGJTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₃
• Molecular Weight: 740.90 g/mol
• Exact Mass: 740.43469209 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7340	73.40%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7247	72.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	-	0.2526	25.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6834	68.34%
P-glycoprotein substrate	+	0.5783	57.83%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	-	0.8519	85.19%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8970	89.70%
CYP2C8 inhibition	+	0.6123	61.23%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6148	61.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.8461	84.61%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7137	71.37%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8680	86.80%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.7038	70.38%
Thyroid receptor binding	-	0.6045	60.45%
Glucocorticoid receptor binding	-	0.5352	53.52%
Aromatase binding	+	0.6890	68.90%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.6269	62.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9616	96.16%

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	99.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.47%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.94%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	92.91%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	91.90%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.67%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.61%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.03%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.02%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.20%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.80%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.82%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.81%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.69%	94.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.14%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100942966
• LOTUS: LTS0229492
• wikiData: Q105168584