[(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: eaf50d40-92ab-49a9-90b4-1262becba2d7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 12-hydroxysteroids > 12-beta-hydroxysteroids
• IUPAC Name: [(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1(CCC2(C1)CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O)C)C)C2O)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@]5([C@@H]4O)CCC(C5)(C)C)C)(C[C@H]([C@@H]([C@@]3(C)COC(=O)/C=C\C6=CC(=C(C=C6)O)OC)O)O)C
• InChI: InChI=1S/C39H56O7/c1-34(2)16-18-39(22-34)19-17-37(5)25(32(39)43)10-12-30-35(3)21-27(41)33(44)36(4,29(35)14-15-38(30,37)6)23-46-31(42)13-9-24-8-11-26(40)28(20-24)45-7/h8-11,13,20,27,29-30,32-33,40-41,43-44H,12,14-19,21-23H2,1-7H3/b13-9-/t27-,29-,30-,32-,33+,35+,36+,37-,38-,39-/m1/s1
• InChI Key: HPMISKMGPYJSBC-XTULUMMSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₆O₇
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.40260412 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.82
• H-Bond Acceptor: 7
• 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	+	0.9938	99.38%
Caco-2	-	0.8263	82.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8971	89.71%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	+	0.9658	96.58%
P-glycoprotein inhibitior	+	0.7778	77.78%
P-glycoprotein substrate	-	0.5057	50.57%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.8358	83.58%
CYP2C9 inhibition	-	0.5298	52.98%
CYP2C19 inhibition	-	0.5672	56.72%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	+	0.7225	72.25%
CYP2C8 inhibition	+	0.8406	84.06%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.6325	63.25%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6943	69.43%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7159	71.59%
Acute Oral Toxicity (c)	III	0.3273	32.73%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.8069	80.69%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.8061	80.61%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5015	50.15%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.29%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.59%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.82%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.21%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.71%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.38%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.60%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.45%	92.62%
CHEMBL2535	P11166	Glucose transporter	85.03%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.48%	95.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.81%	97.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.69%	91.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.01%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.67%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.60%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.35%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.84%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL3194	P02766	Transthyretin	80.91%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.64%	94.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.42%	85.30%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.08%	91.03%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 76324769
• NPASS: NPC145527
• LOTUS: LTS0122616
• wikiData: Q105031762