[(3R,5S,8S,9S,10S,11R,13R,14S,17R)-17-ethenyl-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

Details

• Internal ID: 4fde0a68-c76e-4185-b2a8-e87078217048
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(3R,5S,8S,9S,10S,11R,13R,14S,17R)-17-ethenyl-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2(C(CCC2C3C1C4(CCC(CC4CC3)O)C)C=C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@]2([C@H](CC[C@H]2[C@H]3[C@H]1[C@]4(CC[C@H](C[C@@H]4CC3)O)C)C=C)C
• InChI: InChI=1S/C23H36O3/c1-5-15-7-9-19-18-8-6-16-12-17(25)10-11-22(16,3)21(18)20(26-14(2)24)13-23(15,19)4/h5,15-21,25H,1,6-13H2,2-4H3/t15-,16-,17+,18-,19-,20+,21+,22-,23+/m0/s1
• InChI Key: FEKQZVINQCOTGQ-ZOIYZDMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6933	69.33%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7379	73.79%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.8531	85.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6621	66.21%
P-glycoprotein inhibitior	-	0.6620	66.20%
P-glycoprotein substrate	-	0.6775	67.75%
CYP3A4 substrate	+	0.7601	76.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7355	73.55%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.7081	70.81%
CYP2D6 inhibition	-	0.9685	96.85%
CYP1A2 inhibition	-	0.8106	81.06%
CYP2C8 inhibition	-	0.6318	63.18%
CYP inhibitory promiscuity	-	0.9507	95.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9556	95.56%
Skin irritation	+	0.7173	71.73%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.8291	82.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7016	70.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6273	62.73%
skin sensitisation	-	0.7011	70.11%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6106	61.06%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	+	0.7151	71.51%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	+	0.6254	62.54%
PPAR gamma	+	0.5265	52.65%
Honey bee toxicity	-	0.5638	56.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	94.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.59%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.78%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	90.63%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.23%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.50%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.13%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.94%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.85%	97.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.80%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.47%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

• Acer buergerianum
• Acer platanoides
• Achillea crithmifolia
• Ajuga reptans
• Allium cepa
• Allium sativum
• Allium schoenoprasum
• Amelanchier alnifolia
• Aronia melanocarpa
• Aster tataricus
• Berberis vulgaris
• Camellia chekiangoleosa
• Camellia sinensis
• Clarkia speciosa
• Cornus suecica
• Cyclamen persicum
• Cynomorium coccineum
• Dacrycarpus dacrydioides
• Daucus carota
• Dracula chimaera
• Dyckia niederleinii
• Echinacea pallida
• Erythrina fusca
• Euphorbia tirucalli
• Fragaria × ananassa
• Geranium sylvaticum
• Gossypium hirsutum
• Helianthus annuus
• Hibiscus syriacus
• Litchi chinensis
• Lobelia chinensis
• Malus pumila
• Morus alba
• Oenothera affinis
• Oenothera odorata
• Oryza sativa
• Oxalis reclinata
• Paeonia suffruticosa
• Penstemon deustus
• Penstemon serrulatus
• Petunia exserta
• Phaseolus vulgaris
• Phleum pratense
• Phragmites australis
• Pistacia lentiscus
• Pistia stratiotes
• Podocarpus totara
• Populus deltoides
• Populus tremula
• Prunus cerasus
• Prunus domestica
• Prunus serotina
• Punica granatum
• Puya ferruginea
• Rheum rhabarbarum
• Rhododendron simsii
• Ribes nigrum
• Rosa platyacantha
• Rubus idaeus
• Rubus phoenicolasius
• Sambucus canadensis
• Sambucus nigra
• Secale cereale
• Tradescantia pallida
• Tricyrtis formosana
• Vaccinium angustifolium
• Vaccinium arboreum
• Vaccinium corymbosum
• Vaccinium macrocarpon
• Vaccinium myrtillus
• Vaccinium oxycoccos
• Vaccinium uliginosum
• Vaccinium vitis-idaea
• Visnea mocanera
• Vitis vinifera
• Zea mays

Cross-Links

• PubChem: 25180961
• LOTUS: LTS0083222
• wikiData: Q27131023