[(1R,2S,4R,5R,6S,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-[(Z)-1-oxobut-2-en-2-yl]-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate

Details

• Internal ID: ca110472-5199-43ea-bcf4-88d01fdf0055
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(1R,2S,4R,5R,6S,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-[(Z)-1-oxobut-2-en-2-yl]-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
• SMILES (Canonical): CC=C(C=O)C1C(C2C3(C1(CCC4C3CCC5C4(CCC(C5)O)C)C)O2)OC(=O)C
• SMILES (Isomeric): C/C=C(\C=O)/[C@H]1[C@H]([C@@H]2[C@]3([C@@]1(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O)C)C)O2)OC(=O)C
• InChI: InChI=1S/C25H36O5/c1-5-15(13-26)20-21(29-14(2)27)22-25(30-22)19-7-6-16-12-17(28)8-10-23(16,3)18(19)9-11-24(20,25)4/h5,13,16-22,28H,6-12H2,1-4H3/b15-5+/t16-,17+,18+,19-,20+,21-,22-,23+,24-,25-/m1/s1
• InChI Key: CQIQFZVEWSZZEF-ODZCDXGJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₅
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.25627424 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	+	0.5453	54.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7426	74.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7309	73.09%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7374	73.74%
BSEP inhibitior	+	0.7584	75.84%
P-glycoprotein inhibitior	+	0.5807	58.07%
P-glycoprotein substrate	-	0.6212	62.12%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.8128	81.28%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.7022	70.22%
CYP2C9 inhibition	-	0.8363	83.63%
CYP2C19 inhibition	-	0.7871	78.71%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.6261	62.61%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6434	64.34%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9633	96.33%
Skin irritation	+	0.5900	59.00%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6575	65.75%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6035	60.35%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6611	66.11%
Acute Oral Toxicity (c)	I	0.3264	32.64%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	+	0.7057	70.57%
PPAR gamma	+	0.5725	57.25%
Honey bee toxicity	-	0.5085	50.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9811	98.11%

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	96.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL204	P00734	Thrombin	91.96%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.49%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.36%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.44%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.77%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.43%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.89%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.74%	89.05%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.03%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.65%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.55%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.07%	93.04%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.51%	85.31%

Plants that contains it

• Aruncus dioicus
• Buxus sempervirens
• Dysoxylum lenticellatum
• Hesperocyparis macrocarpa
• Isocoma veneta
• Kochia trichophylla
• Leuzea carthamoides
• Petchia madagascariensis
• Piper kadsura
• Potentilla multifida
• Psephellus trinervius
• Saururus cernuus
• Seriphidium oranense
• Strychnos fendleri
• Vicia villosa
• Vitex megapotamica

Cross-Links

• PubChem: 72702443
• NPASS: NPC298278
• ChEMBL: CHEMBL2431148
• LOTUS: LTS0206110
• wikiData: Q104968026