(3R,4R,5R,6S)-2-[[(8S,9S,10R,13R,14S)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7ca00d2e-9a33-4c84-8f10-9be499a1560d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3R,4R,5R,6S)-2-[[(8S,9S,10R,13R,14S)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2CCC4=CC(CCC34C)OC5C(C(C(C(O5)C)O)O)O)C)C(C)C
• SMILES (Isomeric): CC[C@H](/C=C/[C@@H](C)C1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(CC[C@]34C)OC5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C)C(C)C
• InChI: InChI=1S/C35H58O5/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(40-33-32(38)31(37)30(36)22(5)39-33)15-17-34(24,6)29(26)16-18-35(27,28)7/h9-10,19-23,25-33,36-38H,8,11-18H2,1-7H3/b10-9+/t21-,22+,23-,25?,26+,27?,28+,29+,30+,31-,32-,33?,34+,35-/m1/s1
• InChI Key: JXDQIFYLLJWKEV-OFVINBINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₅
• Molecular Weight: 558.80 g/mol
• Exact Mass: 558.42842495 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.65
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9428	94.28%
Caco-2	-	0.8061	80.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5263	52.63%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5318	53.18%
P-glycoprotein inhibitior	+	0.6705	67.05%
P-glycoprotein substrate	-	0.5605	56.05%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8208	82.08%
CYP3A4 inhibition	-	0.7063	70.63%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.8166	81.66%
CYP2C8 inhibition	+	0.5622	56.22%
CYP inhibitory promiscuity	-	0.7383	73.83%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.5499	54.99%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.8048	80.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7912	79.12%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9548	95.48%
Acute Oral Toxicity (c)	III	0.4596	45.96%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	-	0.5421	54.21%
Glucocorticoid receptor binding	+	0.6934	69.34%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.6932	69.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	98.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.71%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.26%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.25%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.11%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL4072	P07858	Cathepsin B	84.22%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.47%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.17%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.02%	90.71%
CHEMBL5028	O14672	ADAM10	81.38%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.29%	94.45%

Plants that contains it

• Haloxylon salicornicum

Cross-Links

• PubChem: 163185566
• LOTUS: LTS0095817
• wikiData: Q105136529