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

Details

• Internal ID: e63b26d9-e0e2-4395-bd6b-0ecc3586d4b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,2R,4aS,7S,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,7,8a-triol
• SMILES (Canonical): CC12CCC(C(C1(C(=C)C(CC2)O)O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@H]([C@]1(C(=C)[C@H](CC2)O)O)O)C(C)(C)O
• InChI: InChI=1S/C15H26O4/c1-9-11(16)6-8-14(4)7-5-10(13(2,3)18)12(17)15(9,14)19/h10-12,16-19H,1,5-8H2,2-4H3/t10-,11+,12-,14+,15+/m1/s1
• InChI Key: QCSGSHSFCRXBSQ-MIBAYGRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.6068	60.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5537	55.37%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	-	0.2238	22.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.8371	83.71%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.8939	89.39%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.7297	72.97%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8444	84.44%
CYP2C8 inhibition	-	0.8527	85.27%
CYP inhibitory promiscuity	-	0.9296	92.96%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8854	88.54%
Skin irritation	+	0.5153	51.53%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7179	71.79%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7671	76.71%
skin sensitisation	-	0.6393	63.93%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4717	47.17%
Acute Oral Toxicity (c)	I	0.5925	59.25%
Estrogen receptor binding	-	0.5209	52.09%
Androgen receptor binding	+	0.5674	56.74%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.7132	71.32%
Aromatase binding	+	0.5209	52.09%
PPAR gamma	-	0.7203	72.03%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	96.05%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	94.22%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	85.97%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.58%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.95%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.64%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.03%	92.94%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 139070030
• LOTUS: LTS0050012
• wikiData: Q105218522