(4aS,10aR)-5-hydroxy-7-[(2S)-2-hydroxypropyl]-2,4a-dimethyl-9-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,10,10a-tetrahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: c289dda7-ba2b-48cd-ab9d-9a60e748ca11
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
• IUPAC Name: (4aS,10aR)-5-hydroxy-7-[(2S)-2-hydroxypropyl]-2,4a-dimethyl-9-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,10,10a-tetrahydrophenanthrene-1-carboxylic acid
• InChI: InChI=1S/C26H34O11/c1-10-4-5-26(3)14(17(10)24(34)35)8-15(29)13-7-12(6-11(2)28)23(20(31)18(13)26)37-25-22(33)21(32)19(30)16(9-27)36-25/h7,11,14,16,19,21-22,25,27-28,30-33H,4-6,8-9H2,1-3H3,(H,34,35)/t11-,14-,16+,19+,21-,22+,25-,26-/m0/s1
• InChI Key: PURXKVQXMAJBLE-TWDHTEDUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₁
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.21011190 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8695	86.95%
Caco-2	-	0.7976	79.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7467	74.67%
OATP2B1 inhibitior	-	0.7229	72.29%
OATP1B1 inhibitior	+	0.7887	78.87%
OATP1B3 inhibitior	+	0.7979	79.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	-	0.5710	57.10%
P-glycoprotein inhibitior	-	0.6149	61.49%
P-glycoprotein substrate	-	0.6385	63.85%
CYP3A4 substrate	+	0.6656	66.56%
CYP2C9 substrate	-	0.6055	60.55%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7029	70.29%
CYP2C9 inhibition	-	0.8368	83.68%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.5700	57.00%
CYP2C8 inhibition	+	0.5891	58.91%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7451	74.51%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9309	93.09%
Skin irritation	-	0.6529	65.29%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.7577	75.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.4577	45.77%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8555	85.55%
Acute Oral Toxicity (c)	III	0.4049	40.49%
Estrogen receptor binding	+	0.7016	70.16%
Androgen receptor binding	+	0.5688	56.88%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6158	61.58%
PPAR gamma	+	0.5725	57.25%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.13%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.42%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.88%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.10%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.67%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.98%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.49%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.86%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.33%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.30%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.05%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.45%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.05%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.34%	95.50%

Plants that contains it

• Clerodendrum bungei

Cross-Links

• PubChem: 163019941
• LOTUS: LTS0118414
• wikiData: Q105215254