(4aR)-5,6,8,10-tetrahydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one

Details

• Internal ID: 3c389e3b-31e4-4068-aa13-207c99fba563
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR)-5,6,8,10-tetrahydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one
• InChI: InChI=1S/C20H26O6/c1-9(8-21)10-13(22)11-12(16(25)14(10)23)20(4)7-5-6-19(2,3)18(20)17(26)15(11)24/h9,21-23,25-26H,5-8H2,1-4H3/t9-,20-/m1/s1
• InChI Key: JNFDOAWABJMHIM-GSDQLPOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.5071	50.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8062	80.62%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.8296	82.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7631	76.31%
BSEP inhibitior	-	0.7357	73.57%
P-glycoprotein inhibitior	-	0.8157	81.57%
P-glycoprotein substrate	-	0.7819	78.19%
CYP3A4 substrate	+	0.5074	50.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	-	0.5551	55.51%
CYP2C19 inhibition	-	0.6171	61.71%
CYP2D6 inhibition	-	0.8440	84.40%
CYP1A2 inhibition	+	0.7252	72.52%
CYP2C8 inhibition	-	0.8930	89.30%
CYP inhibitory promiscuity	-	0.5907	59.07%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.5648	56.48%
Skin irritation	-	0.6519	65.19%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6023	60.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5179	51.79%
skin sensitisation	-	0.7392	73.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5060	50.60%
Acute Oral Toxicity (c)	III	0.7498	74.98%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	-	0.5215	52.15%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.8498	84.98%
Aromatase binding	+	0.5807	58.07%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	98.09%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.18%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.11%	98.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.05%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.43%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.77%	90.71%
CHEMBL4072	P07858	Cathepsin B	85.11%	93.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.06%	96.77%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.36%	95.34%
CHEMBL226	P30542	Adenosine A1 receptor	80.46%	95.93%

Plants that contains it

• Coleus lanuginosus
• Coleus maculosus subsp. edulis

Cross-Links

• PubChem: 2751792
• LOTUS: LTS0076438
• wikiData: Q105131875