(1S,2R,4aS,7R)-2-(2-hydroxypropan-2-yl)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,7-diol

Details

• Internal ID: da97fd21-963e-40e1-a68d-4d77ce583eaa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,2R,4aS,7R)-2-(2-hydroxypropan-2-yl)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,7-diol
• SMILES (Canonical): CC1=C2C(C(CCC2(CCC1O)C)C(C)(C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H](CC[C@]2(CC[C@H]1O)C)C(C)(C)O)O
• InChI: InChI=1S/C15H26O3/c1-9-11(16)6-8-15(4)7-5-10(14(2,3)18)13(17)12(9)15/h10-11,13,16-18H,5-8H2,1-4H3/t10-,11-,13+,15+/m1/s1
• InChI Key: QHMROFDWUHQIEH-ZSEWYUTFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6483	64.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5977	59.77%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6605	66.05%
P-glycoprotein inhibitior	-	0.8960	89.60%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.8544	85.44%
CYP2C8 inhibition	-	0.8416	84.16%
CYP inhibitory promiscuity	-	0.7645	76.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.7013	70.13%
Skin irritation	+	0.5210	52.10%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.7882	78.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.6408	64.08%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6233	62.33%
skin sensitisation	-	0.5752	57.52%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7166	71.66%
Acute Oral Toxicity (c)	I	0.6629	66.29%
Estrogen receptor binding	-	0.6790	67.90%
Androgen receptor binding	-	0.6509	65.09%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	+	0.5926	59.26%
Aromatase binding	-	0.6036	60.36%
PPAR gamma	-	0.7678	76.78%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	93.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.52%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.32%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.05%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 102239779
• LOTUS: LTS0061636
• wikiData: Q105221029