(3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1e05dbb5-54b8-48ed-b13e-11896a090af4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](CC[C@@H](C)C1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
• InChI: InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26?,27+,28+,29-,30-,31+,32-,33?,34+,35-/m1/s1
• InChI Key: NPJICTMALKLTFW-MSNYQJDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₀O₆
• Molecular Weight: 576.80 g/mol
• Exact Mass: 576.43898963 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.5776	57.76%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6871	68.71%
P-glycoprotein inhibitior	+	0.6477	64.77%
P-glycoprotein substrate	+	0.5534	55.34%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.7938	79.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	+	0.5577	55.77%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.5678	56.78%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8182	81.82%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8764	87.64%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.7276	72.76%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	+	0.5565	55.65%
Aromatase binding	+	0.5502	55.02%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.7274	72.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.40%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.19%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.00%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.45%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.76%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	82.87%	98.10%

Plants that contains it

• Abrus melanospermus subsp. melanospermus
• Aconitum carmichaelii
• Akebia quinata
• Akebia trifoliata
• Andrographis paniculata
• Angelica dahurica
• Aquilaria sinensis
• Ardisia humilis
• Aristolochia contorta
• Artemisia anomala
• Artemisia vestita
• Asparagus cochinchinensis
• Astilbe rubra
• Balanophora involucrata
• Boschniakia rossica
• Brucea javanica
• Caltha palustris
• Campsis grandiflora
• Caragana sinica
• Changium smyrnioides
• Cistanche deserticola
• Citrus medica
• Commelina communis
• Crinum asiaticum
• Cullen corylifolium
• Cyclea racemosa
• Daucus carota
• Dendrobium chrysanthum
• Diospyros kaki
• Echinops grijsii
• Eleutherococcus senticosus
• Eleutherococcus sessiliflorus
• Elsholtzia bodinieri
• Elsholtzia splendens
• Euphorbia humifusa
• Fagopyrum esculentum
• Fritillaria walujewii
• Gardenia jasminoides
• Gastrodia elata
• Gentiana dahurica
• Gymnosporia acuminata
• Hyoscyamus niger
• Isatis tinctoria
• Isodon excisus
• Jatropha curcas
• Lycopus lucidus
• Mollugo pentaphylla
• Oplopanax elatus
• Paeonia anomala subsp. veitchii
• Panax ginseng
• Patrinia scabiosifolia
• Pinellia pedatisecta
• Pinellia ternata
• Podophyllum versipelle
• Populus tomentosa
• Prunella vulgaris
• Prunus arborea var. montana
• Pteris multifida
• Pulsatilla chinensis
• Punica granatum
• Rauvolfia verticillata
• Rehmannia glutinosa
• Reynoutria multiflora
• Rheum australe
• Rhodiola chrysanthemifolia subsp. sacra
• Rubus alceifolius
• Rubus idaeus
• Salvia miltiorrhiza
• Saposhnikovia divaricata
• Saussurea involucrata
• Scrophularia ningpoensis
• Smilax glabra
• Solanum nigrum
• Sorbaria kirilowii
• Symplocos paniculata
• Tadehagi triquetrum
• Taraxacum officinale
• Tinospora sagittata
• Uncaria sinensis
• Urtica dioica
• Walsura pinnata
• Wurfbainia villosa
• Zingiber zerumbet
• Ziziphus jujuba

Cross-Links

• PubChem: 52940117
• NPASS: NPC142753