[(7S,8S,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1R,4R,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-1-oxo-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-7-yl] acetate

Details

• Internal ID: 4a63c7de-0649-414a-9593-a25a7700e5a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: [(7S,8S,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1R,4R,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-1-oxo-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=C2CC=CC(=O)C2(C3C1C4CCC(C4(CC3)C)(C5CC6(CC5OC(=O)C6(C)O)C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C2CC=CC(=O)[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]([C@]4(CC3)C)([C@H]5C[C@@]6(C[C@H]5OC(=O)[C@]6(C)O)C)O)C
• InChI: InChI=1S/C30H40O7/c1-16(31)36-21-13-17-7-6-8-23(32)28(17,4)19-9-11-27(3)18(24(19)21)10-12-30(27,35)20-14-26(2)15-22(20)37-25(33)29(26,5)34/h6,8,13,18-22,24,34-35H,7,9-12,14-15H2,1-5H3/t18-,19-,20-,21+,22+,24-,26+,27-,28-,29-,30+/m0/s1
• InChI Key: RLUHHPRNXMHFHX-HMLQAVIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₇
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.27740361 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.7421	74.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7880	78.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9095	90.95%
P-glycoprotein inhibitior	+	0.6888	68.88%
P-glycoprotein substrate	-	0.5769	57.69%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8522	85.22%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.7149	71.49%
CYP2C8 inhibition	+	0.5247	52.47%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5971	59.71%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9540	95.40%
Skin irritation	+	0.5798	57.98%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6942	69.42%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6520	65.20%
Acute Oral Toxicity (c)	I	0.6242	62.42%
Estrogen receptor binding	+	0.8781	87.81%
Androgen receptor binding	+	0.7573	75.73%
Thyroid receptor binding	+	0.6054	60.54%
Glucocorticoid receptor binding	+	0.8161	81.61%
Aromatase binding	+	0.7493	74.93%
PPAR gamma	+	0.6066	60.66%
Honey bee toxicity	-	0.7488	74.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9886	98.86%

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	96.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.14%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.12%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.64%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.85%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.27%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.57%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.72%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.52%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.44%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.33%	93.04%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.87%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.87%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.29%	92.62%

Plants that contains it

• Saracha nigribaccata

Cross-Links

• PubChem: 101670616
• LOTUS: LTS0225583
• wikiData: Q105240525