(3R,4aS,6aS,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one

Details

• Internal ID: 960926f0-ac21-4754-bcf7-488c2b935c76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aS,6aS,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one
• InChI: InChI=1S/C20H34O4/c1-17(2)13-6-10-19(4)14(18(13,3)9-8-15(17)22)7-11-20(5,24-19)16(23)12-21/h13-14,16,21,23H,6-12H2,1-5H3/t13-,14+,16-,18-,19+,20-/m1/s1
• InChI Key: KJWQGIIGURZVRO-RUOLKGTKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• 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	+	0.9197	91.97%
Caco-2	+	0.6103	61.03%
Blood Brain Barrier	-	0.5365	53.65%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7989	79.89%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.8859	88.59%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7359	73.59%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	-	0.7090	70.90%
P-glycoprotein substrate	-	0.8793	87.93%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.7470	74.70%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.8964	89.64%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.7114	71.14%
CYP2C8 inhibition	-	0.8928	89.28%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7368	73.68%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9313	93.13%
Skin irritation	-	0.6786	67.86%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5424	54.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6824	68.24%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.8511	85.11%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.6480	64.80%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	-	0.5203	52.03%
Thyroid receptor binding	+	0.7141	71.41%
Glucocorticoid receptor binding	+	0.8479	84.79%
Aromatase binding	+	0.7214	72.14%
PPAR gamma	-	0.5385	53.85%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8052	80.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.70%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.57%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.63%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.97%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.76%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.09%	92.62%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 10759472
• LOTUS: LTS0267823
• wikiData: Q105142012