[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1S)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-7-yl]methyl 3-methylbutanoate

Details

• Internal ID: cdcd4ba9-0243-4a0e-aa4d-919193c119a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aS,6aS,7R,10aR,10bS)-3-[(1S)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-7-yl]methyl 3-methylbutanoate
• InChI: InChI=1S/C25H44O6/c1-17(2)13-21(29)30-16-22(3)9-6-10-23(4)18(22)7-11-24(5)19(23)8-12-25(15-27,31-24)20(28)14-26/h17-20,26-28H,6-16H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+/m1/s1
• InChI Key: ZISAHQWTSFATDH-RGOCWXFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄O₆
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.31378912 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6613	66.13%
Caco-2	+	0.5300	53.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	0.5788	57.88%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.8645	86.45%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8587	85.87%
P-glycoprotein inhibitior	-	0.5791	57.91%
P-glycoprotein substrate	-	0.6943	69.43%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.8577	85.77%
CYP2C9 inhibition	-	0.7697	76.97%
CYP2C19 inhibition	-	0.7977	79.77%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	-	0.6587	65.87%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7209	72.09%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	-	0.6224	62.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4856	48.56%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7252	72.52%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.5682	56.82%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	+	0.7766	77.66%
Aromatase binding	+	0.7091	70.91%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7887	78.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.32%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.09%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.77%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	89.72%	98.10%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.78%	95.50%
CHEMBL268	P43235	Cathepsin K	87.33%	96.85%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL236	P41143	Delta opioid receptor	85.31%	99.35%
CHEMBL221	P23219	Cyclooxygenase-1	85.13%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	84.95%	98.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.60%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.96%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.67%	98.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.40%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.05%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.04%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.95%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.91%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.00%	94.00%
CHEMBL5028	O14672	ADAM10	80.68%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.29%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.19%	82.50%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.16%	92.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.10%	94.75%

Plants that contains it

• Hedychium yunnanense
• Hymenothrix glandulopubescens

Cross-Links

• PubChem: 101939148
• NPASS: NPC212277
• LOTUS: LTS0103392
• wikiData: Q105377436