[(1S,3R,7S,8S,9S,10R,11S,12S,13R,14S,17R)-1,3,7,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: 2ccd5e56-ccfd-489f-a19e-28cc720efe84
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
• IUPAC Name: [(1S,3R,7S,8S,9S,10R,11S,12S,13R,14S,17R)-1,3,7,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
• SMILES (Canonical): CC(C)C(C)C1(CC1C(C)C2CCC3C2(C(C(C4C3C(C=C5C4(C(CC(C5)O)O)C)O)O)OC(=O)C)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1([C@@H]([C@H]([C@H]3[C@H]2[C@@H](C=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)O)O)OC(=O)C)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
• InChI: InChI=1S/C32H52O6/c1-15(2)17(4)30(6)14-23(30)16(3)21-9-10-22-26-24(35)12-19-11-20(34)13-25(36)31(19,7)27(26)28(37)29(32(21,22)8)38-18(5)33/h12,15-17,20-29,34-37H,9-11,13-14H2,1-8H3/t16-,17+,20+,21+,22-,23+,24+,25-,26+,27+,28-,29+,30+,31+,32+/m0/s1
• InChI Key: ZRRVRJIKUQPYHV-REDHEQNVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₆
• Molecular Weight: 532.80 g/mol
• Exact Mass: 532.37638937 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.7521	75.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5137	51.37%
P-glycoprotein inhibitior	+	0.5880	58.80%
P-glycoprotein substrate	+	0.6040	60.40%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.7109	71.09%
CYP2C8 inhibition	+	0.6540	65.40%
CYP inhibitory promiscuity	-	0.8238	82.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9376	93.76%
Skin irritation	+	0.6210	62.10%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	+	0.5386	53.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.5865	58.65%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7325	73.25%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5572	55.72%
Acute Oral Toxicity (c)	I	0.5298	52.98%
Estrogen receptor binding	+	0.6779	67.79%
Androgen receptor binding	+	0.6951	69.51%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.5635	56.35%
Aromatase binding	+	0.6312	63.12%
PPAR gamma	+	0.5943	59.43%
Honey bee toxicity	-	0.6413	64.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9840	98.40%

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	99.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.42%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.74%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.03%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.26%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	86.27%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.30%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.00%	99.17%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.78%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.74%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.51%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.20%	94.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.90%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 46192910
• NPASS: NPC294049
• LOTUS: LTS0011183
• wikiData: Q105382191