2,3,11,14-tetrahydroxy-10,13-dimethyl-17-(2,3,6,7-tetrahydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: 16c005b0-8f35-482b-9e29-0492a966dbf1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: 2,3,11,14-tetrahydroxy-10,13-dimethyl-17-(2,3,6,7-tetrahydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CC(C3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(CO)O)O)O)O)O
• SMILES (Isomeric): CC12CC(C3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(CO)O)O)O)O)O
• InChI: InChI=1S/C27H44O9/c1-23(34,13-28)7-6-21(33)26(4,35)20-5-8-27(36)15-10-16(29)14-9-17(30)18(31)11-24(14,2)22(15)19(32)12-25(20,27)3/h10,14,17-22,28,30-36H,5-9,11-13H2,1-4H3
• InChI Key: KLDBEDBIBHZKCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₉
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.29853298 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.6966	69.66%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8335	83.35%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5202	52.02%
BSEP inhibitior	-	0.4561	45.61%
P-glycoprotein inhibitior	-	0.5907	59.07%
P-glycoprotein substrate	+	0.5797	57.97%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	-	0.5793	57.93%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7064	70.64%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9471	94.71%
Skin irritation	+	0.6209	62.09%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6776	67.76%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6056	60.56%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8896	88.96%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.7872	78.72%
Androgen receptor binding	+	0.7470	74.70%
Thyroid receptor binding	+	0.5569	55.69%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.6733	67.33%
PPAR gamma	-	0.5423	54.23%
Honey bee toxicity	-	0.8055	80.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.90%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.59%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.87%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.23%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.43%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.02%	94.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.37%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.16%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.17%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.17%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.40%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.05%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.28%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.16%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.59%	90.24%

Plants that contains it

• Vitex canescens

Cross-Links

• PubChem: 73323476
• LOTUS: LTS0255352
• wikiData: Q105142540