[(2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] dihydrogen phosphate

Details

• Internal ID: c8f7ef44-6fdc-4695-b547-15588e670844
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] dihydrogen phosphate
• SMILES (Canonical): CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OP(=O)(O)O)O)C)C)O)C(CCC(C)(C)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)OP(=O)(O)O)O)C)C)O)[C@@H](CCC(C)(C)O)O
• InChI: InChI=1S/C27H45O9P/c1-15(20(28)8-9-24(2,3)31)16-7-11-27(32)18-12-21(29)19-13-23(36-37(33,34)35)22(30)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-32H,6-11,13-14H2,1-5H3,(H2,33,34,35)/t15-,16+,17-,19-,20+,22-,23+,25+,26+,27+/m0/s1
• InChI Key: ALZRZRFBTMQEBA-HNPHCAPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₅O₉P
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.28012001 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	-	0.6895	68.95%
Blood Brain Barrier	+	0.8388	83.88%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.5693	56.93%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6085	60.85%
P-glycoprotein inhibitior	-	0.4679	46.79%
P-glycoprotein substrate	+	0.6906	69.06%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.7592	75.92%
CYP2C9 inhibition	-	0.8201	82.01%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.9121	91.21%
CYP1A2 inhibition	-	0.8817	88.17%
CYP2C8 inhibition	-	0.5697	56.97%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5197	51.97%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5315	53.15%
skin sensitisation	-	0.8073	80.73%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7178	71.78%
Acute Oral Toxicity (c)	III	0.4625	46.25%
Estrogen receptor binding	+	0.7096	70.96%
Androgen receptor binding	+	0.7850	78.50%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.7137	71.37%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	+	0.5304	53.04%
Honey bee toxicity	-	0.7400	74.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.85%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.83%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.06%	97.29%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.26%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.24%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.77%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.80%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.30%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.91%	94.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.65%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.22%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	85.85%	93.31%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.93%	94.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.90%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.94%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.55%	89.34%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.46%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.06%	97.33%
CHEMBL1902	P62942	FK506-binding protein 1A	80.98%	97.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.75%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.19%	89.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.12%	98.05%

Plants that contains it

• Spinacia oleracea

Cross-Links

• PubChem: 101672230
• LOTUS: LTS0251228
• wikiData: Q104914477