(2S,3R,4S,5S,6R)-2-[2-[(1R,4R,4aR,8aS)-4-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f9771dc8-cf87-47ab-b953-5880307f36b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-[(1R,4R,4aR,8aS)-4-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1=CC2C(CC1)C(CCC2C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)(C)O
• SMILES (Isomeric): CC1=C[C@H]2[C@@H](CC1)[C@](CC[C@H]2C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)(C)O
• InChI: InChI=1S/C21H36O7/c1-11-5-6-14-12(9-11)13(7-8-21(14,4)26)20(2,3)28-19-18(25)17(24)16(23)15(10-22)27-19/h9,12-19,22-26H,5-8,10H2,1-4H3/t12-,13-,14-,15-,16-,17+,18-,19+,21-/m1/s1
• InChI Key: SCSWUPTYJNZVPY-JLNKFZIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7774	77.74%
Caco-2	-	0.7244	72.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	-	0.2375	23.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	-	0.9344	93.44%
P-glycoprotein inhibitior	-	0.7902	79.02%
P-glycoprotein substrate	-	0.8475	84.75%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.8397	83.97%
CYP2C9 inhibition	-	0.8101	81.01%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7856	78.56%
CYP2C8 inhibition	-	0.5580	55.80%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7314	73.14%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9778	97.78%
Skin irritation	-	0.6174	61.74%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6447	64.47%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5278	52.78%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.6050	60.50%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	+	0.6646	66.46%
Glucocorticoid receptor binding	-	0.5195	51.95%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9375	93.75%

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	99.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.17%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.03%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.70%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.54%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	88.16%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.19%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.04%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.76%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	81.33%	95.38%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.06%	90.93%

Plants that contains it

• Ficus pumila
• Inula royleana
• Peltodon longipes
• Salvia absconditiflora
• Salvia amplexicaulis
• Salvia blepharochlaena
• Salvia bracteata
• Salvia deserta
• Salvia eriophora
• Salvia fruticulosa
• Salvia lavanduloides
• Salvia nutans
• Salvia pratensis
• Salvia pubescens
• Salvia verticillata

Cross-Links

• PubChem: 162956442
• LOTUS: LTS0275215
• wikiData: Q105325613