(2R,3S,5S,8S,9S,10R,13R,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	cab2ae95-1d85-46b0-8d99-bf29f9bed196
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	(2R,3S,5S,8S,9S,10R,13R,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical)	CC(C)CC(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
SMILES (Isomeric)	C[C@@H]([C@H]1CC[C@@H]2[C@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H](CC(C)C)O)O
InChI	InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26-,27+/m0/s1
InChI Key	YNZRNENZMVIPBX-FNBJZPIPSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₆O₅
Molecular Weight	450.70 g/mol
Exact Mass	450.33452456 g/mol
Topological Polar Surface Area (TPSA)	98.00 Å²
XlogP	4.30
Atomic LogP (AlogP)	3.56
H-Bond Acceptor	5
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6634	66.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5639	56.39%
P-glycoprotein inhibitior	-	0.6673	66.73%
P-glycoprotein substrate	+	0.5661	56.61%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.8312	83.12%
CYP2D6 substrate	-	0.7607	76.07%
CYP3A4 inhibition	-	0.8032	80.32%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7527	75.27%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9458	94.58%
Skin irritation	+	0.6440	64.40%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4272	42.72%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5075	50.75%
skin sensitisation	-	0.7238	72.38%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8745	87.45%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.6642	66.42%
Androgen receptor binding	+	0.7622	76.22%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	+	0.6243	62.43%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6053	60.53%
Honey bee toxicity	-	0.7342	73.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.94%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.54%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	95.21%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL3837	P07711	Cathepsin L	93.69%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.61%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	92.22%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.34%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.83%	98.05%
CHEMBL299	P17252	Protein kinase C alpha	88.75%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.38%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.82%	94.50%
CHEMBL2996	Q05655	Protein kinase C delta	86.78%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.94%	83.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.74%	97.05%
CHEMBL1871	P10275	Androgen Receptor	84.62%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.52%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.76%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.28%	93.04%
CHEMBL4208	P20618	Proteasome component C5	82.44%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.94%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.17%	89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.