2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[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	0d82f4c8-0b0a-413c-8a91-4a966e55ce40
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name	2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)	CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
SMILES (Isomeric)	CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
InChI	InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3
InChI Key	NKDFYOWSKOHCCO-UHFFFAOYSA-N
Popularity	1,799 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O₇
Molecular Weight	480.60 g/mol
Exact Mass	480.30870374 g/mol
Topological Polar Surface Area (TPSA)	138.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	1.85
H-Bond Acceptor	7
H-Bond Donor	6
Rotatable Bonds	5

Synonyms

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2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

(2a,3a,5a,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one

MFCD00036740

CHEMBL3183398

DTXSID10859905

CHEBI:182914

BBL010604

STK801665

AKOS005607788

SY076056

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9938	99.38%
Caco-2	-	0.5567	55.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8289	82.89%
P-glycoprotein inhibitior	-	0.6528	65.28%
P-glycoprotein substrate	+	0.5359	53.59%
CYP3A4 substrate	+	0.6857	68.57%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9278	92.78%
CYP2C8 inhibition	-	0.6873	68.73%
CYP inhibitory promiscuity	-	0.8761	87.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6900	69.00%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9439	94.39%
Skin irritation	+	0.6543	65.43%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6665	66.65%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6036	60.36%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8656	86.56%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	+	0.7820	78.20%
Aromatase binding	+	0.6784	67.84%
PPAR gamma	-	0.5342	53.42%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9934	99.34%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	93.83%	94.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.16%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.45%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.87%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.30%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.98%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.49%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.12%	91.07%
CHEMBL1871	P10275	Androgen Receptor	81.89%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.62%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.01%	100.00%

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.

Achyranthes bidentata

Chenopodium bonus-henricus

Chenopodium quinoa

Dianthus hoeltzeri

Digitalis purpurea

Diploclisia glaucescens

Echinops setifer