[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3R,4aS,4bS,7R,8S,10aS,10bR,12aS)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',10a,10b-pentamethyl-2,2'-dioxospiro[3,4,4b,5,7,9,10,11,12,12a-decahydrochrysene-8,3'-cyclopentane]-4a-carboxylate

Details

• Internal ID: 7da382f9-4fb2-4e16-83b8-db31a8adfca7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 19-oxosteroids
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3R,4aS,4bS,7R,8S,10aS,10bR,12aS)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',10a,10b-pentamethyl-2,2'-dioxospiro[3,4,4b,5,7,9,10,11,12,12a-decahydrochrysene-8,3'-cyclopentane]-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(C1=O)CCC3(C(=CCC4C3(CCC5C4(CC(C(=O)C5(C)CO)O)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)C2O)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@](C(=O)[C@@H](C[C@@]3([C@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4O)CCC(C5=O)(C)C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)(C)CO
• InChI: InChI=1S/C35H52O12/c1-30(2)10-12-34(28(30)44)13-11-32(4)17(25(34)42)6-7-21-33(32,5)9-8-20-31(3,16-37)26(43)18(38)14-35(20,21)29(45)47-27-24(41)23(40)22(39)19(15-36)46-27/h6,18-25,27,36-42H,7-16H2,1-5H3/t18-,19-,20+,21+,22-,23+,24-,25-,27+,31+,32-,33-,34-,35-/m1/s1
• InChI Key: BLIYDGMZZIDYJS-OIMYOBGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8372	83.72%
Caco-2	-	0.8541	85.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8661	86.61%
OATP2B1 inhibitior	-	0.5846	58.46%
OATP1B1 inhibitior	+	0.8035	80.35%
OATP1B3 inhibitior	-	0.2169	21.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.7328	73.28%
P-glycoprotein inhibitior	+	0.7143	71.43%
P-glycoprotein substrate	-	0.6617	66.17%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	+	0.6639	66.39%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.5261	52.61%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4196	41.96%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5727	57.27%
skin sensitisation	-	0.9129	91.29%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	+	0.7054	70.54%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	-	0.5509	55.09%
Glucocorticoid receptor binding	+	0.6852	68.52%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.6649	66.49%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9686	96.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.28%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.36%	96.77%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.57%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.76%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.27%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.01%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.15%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.42%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	80.42%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Phlomis viscosa

Cross-Links

• PubChem: 162977165
• LOTUS: LTS0234582
• wikiData: Q104938039