(1S,2R,3'S,5S,6S,9S,11R,14R,15S,17R,19R,21R)-2,3',6-trimethylspiro[16,18-dioxahexacyclo[15.3.1.02,15.05,14.06,11.015,19]henicosane-21,2'-oxirane]-9-ol

Details

• Internal ID: d18a20d8-c084-41c4-9c8b-9efc19d80fc6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: (1S,2R,3'S,5S,6S,9S,11R,14R,15S,17R,19R,21R)-2,3',6-trimethylspiro[16,18-dioxahexacyclo[15.3.1.02,15.05,14.06,11.015,19]henicosane-21,2'-oxirane]-9-ol
• SMILES (Canonical): CC1C2(O1)C3CC4C5(C3(CCC6C5CCC7C6(CCC(C7)O)C)C)OC2O4
• SMILES (Isomeric): C[C@H]1[C@]2(O1)[C@H]3C[C@@H]4[C@]5([C@@]3(CC[C@H]6[C@H]5CC[C@H]7[C@@]6(CC[C@@H](C7)O)C)C)O[C@H]2O4
• InChI: InChI=1S/C23H34O4/c1-12-22(26-12)17-11-18-23(27-19(22)25-18)16-5-4-13-10-14(24)6-8-20(13,2)15(16)7-9-21(17,23)3/h12-19,24H,4-11H2,1-3H3/t12-,13+,14-,15-,16+,17-,18+,19+,20-,21+,22-,23+/m0/s1
• InChI Key: PIAIPQKSLMXABP-PRMJRJGLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.24570956 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.5643	56.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5127	51.27%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7878	78.78%
OATP1B3 inhibitior	-	0.3275	32.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.7663	76.63%
P-glycoprotein inhibitior	-	0.7596	75.96%
P-glycoprotein substrate	-	0.6609	66.09%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7748	77.48%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.8145	81.45%
CYP2C19 inhibition	-	0.7721	77.21%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.6720	67.20%
CYP2C8 inhibition	-	0.5580	55.80%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.5962	59.62%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7119	71.19%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4600	46.00%
Acute Oral Toxicity (c)	III	0.4306	43.06%
Estrogen receptor binding	+	0.7298	72.98%
Androgen receptor binding	+	0.7753	77.53%
Thyroid receptor binding	+	0.7654	76.54%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.7971	79.71%
PPAR gamma	+	0.5833	58.33%
Honey bee toxicity	-	0.7678	76.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8126	81.26%

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	94.17%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.35%	89.05%
CHEMBL259	P32245	Melanocortin receptor 4	91.93%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	91.86%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.79%	97.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.83%	96.61%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	88.50%	98.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.17%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.02%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.85%	98.46%
CHEMBL238	Q01959	Dopamine transporter	85.63%	95.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.25%	82.69%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.73%	98.05%
CHEMBL1871	P10275	Androgen Receptor	83.10%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.83%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.83%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.10%	92.94%
CHEMBL1914	P06276	Butyrylcholinesterase	80.96%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.87%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.17%	100.00%

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: 72701755
• NPASS: NPC59006
• LOTUS: LTS0086429
• wikiData: Q105209367