(8R,9S,10R,12R,13S,14S,16S,17R)-17-[(2S,3S,6R)-3,7-dihydroxy-6-methylheptan-2-yl]-12,16-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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	a4946e38-184f-4d9f-95ab-ab719aa008d3
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	(8R,9S,10R,12R,13S,14S,16S,17R)-17-[(2S,3S,6R)-3,7-dihydroxy-6-methylheptan-2-yl]-12,16-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)	CC(CCC(C(C)C1C(CC2C1(C(CC3C2CCC4=CC(=O)CCC34C)O)C)O)O)CO
SMILES (Isomeric)	C[C@H](CC[C@@H]([C@@H](C)[C@H]1[C@H](C[C@@H]2[C@@]1([C@@H](C[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O)O)CO
InChI	InChI=1S/C27H44O5/c1-15(14-28)5-8-22(30)16(2)25-23(31)12-21-19-7-6-17-11-18(29)9-10-26(17,3)20(19)13-24(32)27(21,25)4/h11,15-16,19-25,28,30-32H,5-10,12-14H2,1-4H3/t15-,16-,19-,20+,21+,22+,23+,24-,25+,26+,27-/m1/s1
InChI Key	HWRWJKSMHUEDGF-NXAZENBPSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O₅
Molecular Weight	448.60 g/mol
Exact Mass	448.31887450 g/mol
Topological Polar Surface Area (TPSA)	98.00 Å²
XlogP	3.10
Atomic LogP (AlogP)	3.48
H-Bond Acceptor	5
H-Bond Donor	4
Rotatable Bonds	6

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	+	0.9958	99.58%
Caco-2	-	0.6666	66.66%
Blood Brain Barrier	+	0.5385	53.85%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.5819	58.19%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7042	70.42%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	-	0.4924	49.24%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7008	70.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7446	74.46%
CYP2C9 inhibition	-	0.9199	91.99%
CYP2C19 inhibition	-	0.9516	95.16%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.9364	93.64%
CYP2C8 inhibition	-	0.7380	73.80%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9713	97.13%
Skin irritation	+	0.6100	61.00%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.8605	86.05%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9179	91.79%
Acute Oral Toxicity (c)	III	0.7748	77.48%
Estrogen receptor binding	+	0.6548	65.48%
Androgen receptor binding	+	0.8102	81.02%
Thyroid receptor binding	+	0.6995	69.95%
Glucocorticoid receptor binding	+	0.8197	81.97%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.5970	59.70%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	99.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.66%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	95.89%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.79%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL1871	P10275	Androgen Receptor	91.20%	96.43%
CHEMBL4040	P28482	MAP kinase ERK2	90.05%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.25%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	85.23%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.91%	91.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.09%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.10%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.23%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.50%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

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.