[(3S,8R,9S,10R,13R,14S,16S,17R)-3-[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate

Details

• Internal ID: 93e8f64d-11d9-47a1-8641-a2cab5500213
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: [(3S,8R,9S,10R,13R,14S,16S,17R)-3-[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C(CC5(C4CCC3=C2)O)OC(=O)C)C6=COC(=O)C=C6)C)C)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H]([C@H](C[C@@]5([C@@H]4CCC3=C2)O)OC(=O)C)C6=COC(=O)C=C6)C)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O
• InChI: InChI=1S/C44H64O20/c1-18-37(63-41-36(55)33(52)38(27(16-46)62-41)64-40-34(53)31(50)30(49)26(15-45)61-40)32(51)35(54)39(58-18)60-22-9-11-42(3)21(13-22)6-7-24-23(42)10-12-43(4)29(20-5-8-28(48)57-17-20)25(59-19(2)47)14-44(24,43)56/h5,8,13,17-18,22-27,29-41,45-46,49-56H,6-7,9-12,14-16H2,1-4H3/t18-,22-,23-,24+,25-,26+,27+,29-,30+,31-,32-,33+,34+,35-,36+,37-,38+,39-,40-,41-,42-,43+,44-/m0/s1
• InChI Key: ZGBIJLWCOVYACP-UWNWTVJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₂₀
• Molecular Weight: 913.00 g/mol
• Exact Mass: 912.39909443 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8868	88.68%
Caco-2	-	0.8797	87.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8259	82.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8179	81.79%
OATP1B3 inhibitior	+	0.8624	86.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8276	82.76%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.5364	53.64%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.9100	91.00%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8816	88.16%
CYP2C8 inhibition	+	0.7581	75.81%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5749	57.49%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7977	79.77%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7128	71.28%
skin sensitisation	-	0.9175	91.75%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8514	85.14%
Acute Oral Toxicity (c)	I	0.7620	76.20%
Estrogen receptor binding	+	0.8406	84.06%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.6200	62.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	98.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.53%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.68%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.51%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.37%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.97%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.94%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.96%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.76%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL5028	O14672	ADAM10	80.98%	97.50%

Plants that contains it

• Drimia maritima

Cross-Links

• PubChem: 101986483
• LOTUS: LTS0160653
• wikiData: Q105375028