(2R,3R,4S,5S,6R)-2-[[(3S,10S,13R)-17-[(E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 95233408-2433-482c-ab5b-ae7e44a51e2f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,10S,13R)-17-[(E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](/C=C/C(C)C1CCC2[C@@]1(CCC3C2=CCC4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
• InChI: InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-9,11,20-24,26-33,36-39H,7,10,12-19H2,1-6H3/b9-8+/t21?,22-,23?,24+,26?,27?,28?,29-,30-,31+,32-,33-,34+,35-/m1/s1
• InChI Key: ITYGLICZKGWOPA-XRCGALTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₆
• Molecular Weight: 574.80 g/mol
• Exact Mass: 574.42333957 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.8145	81.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5740	57.40%
P-glycoprotein inhibitior	+	0.6518	65.18%
P-glycoprotein substrate	-	0.5987	59.87%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.7938	79.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	-	0.5834	58.34%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.5678	56.78%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8066	80.66%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6134	61.34%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7617	76.17%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.7123	71.23%
Androgen receptor binding	+	0.5858	58.58%
Thyroid receptor binding	-	0.5653	56.53%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	+	0.5446	54.46%
PPAR gamma	+	0.6090	60.90%
Honey bee toxicity	-	0.7401	74.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9772	97.72%

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	98.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.79%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.68%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.92%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.52%	93.56%
CHEMBL1977	P11473	Vitamin D receptor	89.08%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.30%	94.23%
CHEMBL237	P41145	Kappa opioid receptor	86.17%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.20%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.38%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.70%	92.62%
CHEMBL2581	P07339	Cathepsin D	81.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.26%	95.56%

Plants that contains it

• Achyranthes bidentata
• Bupleurum aureum
• Bupleurum chinense
• Chelidonium majus
• Citrullus colocynthis
• Cocos nucifera
• Codonopsis pilosula
• Embelia parviflora
• Luffa aegyptiaca
• Medicago sativa
• Phytolacca americana
• Platycodon grandiflorus
• Polygala senega
• Spinacia oleracea
• Trichosanthes kirilowii

Cross-Links

• PubChem: 11968950
• NPASS: NPC293714