5-[3-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

Details

• Internal ID: 5a89669c-015c-4448-816a-b83c95ede6c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: 5-[3-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3=C2)O)C6=COC(=O)C=C6)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3=C2)O)C6=COC(=O)C=C6)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)O
• InChI: InChI=1S/C36H52O13/c1-17-26(39)31(49-32-29(42)28(41)27(40)24(15-37)48-32)30(43)33(46-17)47-20-8-11-34(2)19(14-20)5-6-23-22(34)9-12-35(3)21(10-13-36(23,35)44)18-4-7-25(38)45-16-18/h4,7,14,16-17,20-24,26-33,37,39-44H,5-6,8-13,15H2,1-3H3
• InChI Key: SANIPSLLLIEJOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₁₃
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.34079171 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• SMR001566786
• CHEMBL1725454
• SCHEMBL12132014
• BDBM97175
• cid_3826744
• PD027590

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9319	93.19%
Caco-2	-	0.8964	89.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.8352	83.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8526	85.26%
BSEP inhibitior	+	0.6383	63.83%
P-glycoprotein inhibitior	+	0.6917	69.17%
P-glycoprotein substrate	-	0.6321	63.21%
CYP3A4 substrate	+	0.7164	71.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8283	82.83%
CYP2C9 inhibition	-	0.8948	89.48%
CYP2C19 inhibition	-	0.9140	91.40%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	+	0.6764	67.64%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7538	75.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6604	66.04%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8543	85.43%
Acute Oral Toxicity (c)	I	0.5737	57.37%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7594	75.94%
Thyroid receptor binding	-	0.5675	56.75%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	+	0.6377	63.77%
PPAR gamma	+	0.6896	68.96%
Honey bee toxicity	-	0.7025	70.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.00%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.46%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.27%	95.93%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.08%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.02%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.34%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.43%	97.36%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.04%	87.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.62%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Drimia indica
• Drimia maritima
• Drimia sanguinea

Cross-Links

• PubChem: 3826744
• LOTUS: LTS0267459
• wikiData: Q104388024