[(1S,3R,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-3-[(2R,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

Details

• Internal ID: c66544d5-fd32-42f5-b727-355cd2516cae
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Polyols
• IUPAC Name: [(1S,3R,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-3-[(2R,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)O)OC(=O)C)C)C)O)C
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)OC(=O)C)C)C)O)C
• InChI: InChI=1S/C47H72O20/c1-19-13-32(65-41(58)20(19)2)47(6,59)30-10-9-25-24-8-7-22-14-23(15-31(61-21(3)50)46(22,5)26(24)11-12-45(25,30)4)62-44-38(57)40(67-42-36(55)33(52)27(51)18-60-42)39(29(17-49)64-44)66-43-37(56)35(54)34(53)28(16-48)63-43/h7,23-40,42-44,48-49,51-57,59H,8-18H2,1-6H3/t23-,24+,25+,26+,27-,28-,29-,30+,31+,32-,33+,34-,35+,36-,37-,38-,39-,40-,42+,43+,44-,45+,46+,47-/m1/s1
• InChI Key: IXPABTRYWVEAEK-PTQAIQMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₀
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.46169468 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7521	75.21%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.7724	77.24%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.6753	67.53%
CYP3A4 substrate	+	0.7715	77.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.7541	75.41%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9069	90.69%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8144	81.44%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6298	62.98%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8594	85.94%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	-	0.5192	51.92%
Glucocorticoid receptor binding	+	0.6962	69.62%
Aromatase binding	+	0.6199	61.99%
PPAR gamma	+	0.7925	79.25%
Honey bee toxicity	-	0.6443	64.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9503	95.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.19%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.65%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.03%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	93.70%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.93%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.57%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.24%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.42%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.07%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.92%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL5028	O14672	ADAM10	85.81%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.70%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.34%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.31%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.10%	94.73%
CHEMBL325	Q13547	Histone deacetylase 1	83.78%	95.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.97%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	82.95%	95.93%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.86%	85.83%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.75%	100.00%

Plants that contains it

• Eriolarynx australis

Cross-Links

• PubChem: 101625609
• LOTUS: LTS0051611
• wikiData: Q105122354