(3S,4R,5R,6S,7R,9R,10R,13R,16R,17R)-16-[(2R,3R,4R,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-3-hydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4,6,7-tetrol

Details

• Internal ID: e30ea72b-d806-4f4a-b047-c7ea9b77b8b5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (3S,4R,5R,6S,7R,9R,10R,13R,16R,17R)-16-[(2R,3R,4R,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-3-hydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4,6,7-tetrol
• SMILES (Canonical): CC(C)CCCC(C)C1C(CC2=C3C(CCC12C)C4(CCC(C(C4C(C3O)O)O)O)C)OC5C(C(C(O5)C(COC)O)OC6C(C(C(O6)C(COC)O)O)O)O
• SMILES (Isomeric): C[C@H](CCCC(C)C)[C@H]1[C@@H](CC2=C3[C@H](CC[C@]12C)[C@]4(CC[C@@H]([C@@H]([C@@H]4[C@@H]([C@@H]3O)O)O)O)C)O[C@H]5[C@@H]([C@H]([C@@H](O5)[C@@H](COC)O)O[C@H]6[C@@H]([C@H]([C@@H](O6)[C@@H](COC)O)O)O)O
• InChI: InChI=1S/C41H70O15/c1-18(2)9-8-10-19(3)27-25(15-21-26-20(11-13-41(21,27)5)40(4)14-12-22(42)29(45)28(40)31(47)30(26)46)53-39-34(50)37(36(55-39)24(44)17-52-7)56-38-33(49)32(48)35(54-38)23(43)16-51-6/h18-20,22-25,27-39,42-50H,8-17H2,1-7H3/t19-,20+,22+,23-,24-,25-,27+,28-,29+,30-,31+,32-,33-,34-,35+,36+,37-,38+,39-,40-,41+/m1/s1
• InChI Key: FHDSLGZIMIXFBP-HVVMFGHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₅
• Molecular Weight: 803.00 g/mol
• Exact Mass: 802.47147152 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9182	91.82%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7221	72.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6061	60.61%
P-glycoprotein inhibitior	+	0.7101	71.01%
P-glycoprotein substrate	+	0.6777	67.77%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.7960	79.60%
CYP2C19 inhibition	-	0.8592	85.92%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.9056	90.56%
CYP2C8 inhibition	+	0.5947	59.47%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4467	44.67%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.4091	40.91%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7069	70.69%
Thyroid receptor binding	-	0.5886	58.86%
Glucocorticoid receptor binding	-	0.4913	49.13%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9466	94.66%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	98.30%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.07%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.59%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	91.96%	92.98%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.86%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.47%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.06%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	89.71%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.84%	96.38%
CHEMBL4581	P52732	Kinesin-like protein 1	87.65%	93.18%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.16%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.65%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.26%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.45%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.42%	82.38%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.21%	92.95%
CHEMBL1907	P15144	Aminopeptidase N	83.76%	93.31%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.76%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.30%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.28%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.71%	86.33%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.07%	94.97%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.54%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	80.15%	98.10%

Plants that contains it

• Haplopteris anguste-elongata

Cross-Links

• PubChem: 46210041
• LOTUS: LTS0163164
• wikiData: Q105031730