2-[[17-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ef82910f-adaf-4fdb-bcf8-d2f9719f807b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[17-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)O)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)O)O)C)C)C
• InChI: InChI=1S/C36H62O10/c1-31(2,43)14-9-15-35(7,44)20-12-16-33(5)19(20)10-11-23-34(33,6)17-13-22-32(3,4)29(27(41)28(42)36(22,23)8)46-30-26(40)25(39)24(38)21(18-37)45-30/h9,14,19-30,37-44H,10-13,15-18H2,1-8H3
• InChI Key: HTOPOTHKIIJMTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₀
• Molecular Weight: 654.90 g/mol
• Exact Mass: 654.43429817 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7368	73.68%
Caco-2	-	0.8545	85.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6945	69.45%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.8756	87.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.6969	69.69%
P-glycoprotein inhibitior	+	0.7729	77.29%
P-glycoprotein substrate	-	0.7492	74.92%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8847	88.47%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	+	0.6010	60.10%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7306	73.06%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6144	61.44%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7638	76.38%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7266	72.66%
skin sensitisation	-	0.9174	91.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7288	72.88%
Acute Oral Toxicity (c)	I	0.5293	52.93%
Estrogen receptor binding	+	0.6394	63.94%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	+	0.6547	65.47%
PPAR gamma	+	0.6493	64.93%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9231	92.31%

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	98.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.16%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.57%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.80%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.86%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.64%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.85%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	80.66%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.30%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	80.26%	99.43%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 85165267
• LOTUS: LTS0162830
• wikiData: Q105033554