(1R,2S,3S,4R,4aR,8aS)-4-[(1E,3R)-3-hydroxy-3-methylpenta-1,4-dienyl]-3,4a,8,8-tetramethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol

Details

• Internal ID: 1c0f9d32-aee5-4e9c-b88b-1681eb715f5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,3S,4R,4aR,8aS)-4-[(1E,3R)-3-hydroxy-3-methylpenta-1,4-dienyl]-3,4a,8,8-tetramethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol
• InChI: InChI=1S/C20H34O4/c1-7-18(4,23)12-9-13-19(5)11-8-10-17(2,3)15(19)14(21)16(22)20(13,6)24/h7,9,12-16,21-24H,1,8,10-11H2,2-6H3/b12-9+/t13-,14-,15+,16+,18-,19+,20+/m1/s1
• InChI Key: MHBIPUOMMSRZKQ-BXHICSDJSA-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): 80.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	-	0.5843	58.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4448	44.48%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6865	68.65%
P-glycoprotein inhibitior	-	0.8233	82.33%
P-glycoprotein substrate	-	0.8313	83.13%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	-	0.7725	77.25%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.8105	81.05%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.6346	63.46%
CYP2C8 inhibition	-	0.7115	71.15%
CYP inhibitory promiscuity	-	0.8545	85.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9775	97.75%
Skin irritation	-	0.5297	52.97%
Skin corrosion	-	0.8761	87.61%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5575	55.75%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.6010	60.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7896	78.96%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.7326	73.26%
Androgen receptor binding	-	0.5351	53.51%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	98.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.37%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	88.03%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	84.73%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.38%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Stevia rebaudiana

Cross-Links

• PubChem: 163105028
• LOTUS: LTS0082319
• wikiData: Q105163724