(2R,3R,4S,5R,6R)-2-[[(3S,5S,10S,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f63afa7a-8bd8-41f3-8e0b-22e181ebd7af
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(3S,5S,10S,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(CC(C(C)C1CCC2C1(CC=C3C2=CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C(C)C
• SMILES (Isomeric): CC[C@H](C[C@H]([C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC=C3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)C)C)O)C(C)C
• InChI: InChI=1S/C35H58O7/c1-7-21(19(2)3)16-28(37)20(4)25-10-11-26-24-9-8-22-17-23(12-14-34(22,5)27(24)13-15-35(25,26)6)41-33-32(40)31(39)30(38)29(18-36)42-33/h9,13,19-23,25-26,28-33,36-40H,7-8,10-12,14-18H2,1-6H3/t20-,21+,22-,23-,25+,26-,28+,29+,30-,31-,32+,33+,34-,35+/m0/s1
• InChI Key: BJFNQYYKDGQJNK-AGPNWQHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₇
• Molecular Weight: 590.80 g/mol
• Exact Mass: 590.41825418 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9143	91.43%
Caco-2	-	0.8100	81.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.8490	84.90%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.4671	46.71%
P-glycoprotein inhibitior	+	0.6638	66.38%
P-glycoprotein substrate	+	0.5900	59.00%
CYP3A4 substrate	+	0.6970	69.70%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.7221	72.21%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.8643	86.43%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.8538	85.38%
CYP2C8 inhibition	+	0.6374	63.74%
CYP inhibitory promiscuity	-	0.8135	81.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6779	67.79%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9304	93.04%
Skin irritation	+	0.4908	49.08%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8036	80.36%
Acute Oral Toxicity (c)	III	0.6317	63.17%
Estrogen receptor binding	+	0.6777	67.77%
Androgen receptor binding	+	0.6884	68.84%
Thyroid receptor binding	-	0.5362	53.62%
Glucocorticoid receptor binding	+	0.6050	60.50%
Aromatase binding	+	0.5635	56.35%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9659	96.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.92%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.75%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	92.47%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.71%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	88.28%	94.97%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.42%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.95%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.57%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.52%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.26%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	85.97%	98.35%
CHEMBL206	P03372	Estrogen receptor alpha	84.79%	97.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.37%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	83.31%	99.43%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%
CHEMBL237	P41145	Kappa opioid receptor	82.38%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.96%	98.05%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.12%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.78%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.77%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	80.49%	92.50%

Plants that contains it

• Buddleja crispa

Cross-Links

• PubChem: 11753611
• LOTUS: LTS0261779
• wikiData: Q104937061