Elephantorrhizol

Details

• Internal ID: b9337ee5-9110-4c94-8086-b704a2229a6d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,6,7,8-pentol
• SMILES (Canonical): C1C(C(OC2=C(C(=C(C(=C21)O)O)O)O)C3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C(C(=C(C(=C21)O)O)O)O)C3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C15H14O8/c16-7-2-1-5(3-8(7)17)14-9(18)4-6-10(19)11(20)12(21)13(22)15(6)23-14/h1-3,9,14,16-22H,4H2/t9-,14+/m0/s1
• InChI Key: PONGJRZSHJPTOF-LKFCYVNXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₈
• Molecular Weight: 322.27 g/mol
• Exact Mass: 322.06886740 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 1

Synonyms

• (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,6,7,8-pentol
• CHEMBL2392477
• SCHEMBL22863855
• CHEBI:186350
• LMPK12020151

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7985	79.85%
Caco-2	-	0.9352	93.52%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.4454	44.54%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9385	93.85%
P-glycoprotein inhibitior	-	0.9359	93.59%
P-glycoprotein substrate	-	0.9277	92.77%
CYP3A4 substrate	-	0.5503	55.03%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.5322	53.22%
CYP3A4 inhibition	-	0.8012	80.12%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.8495	84.95%
CYP2D6 inhibition	-	0.8486	84.86%
CYP1A2 inhibition	-	0.8426	84.26%
CYP2C8 inhibition	-	0.6785	67.85%
CYP inhibitory promiscuity	-	0.8228	82.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.9010	90.10%
Skin irritation	-	0.6067	60.67%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4744	47.44%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7823	78.23%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8139	81.39%
Acute Oral Toxicity (c)	IV	0.5442	54.42%
Estrogen receptor binding	-	0.5303	53.03%
Androgen receptor binding	+	0.6691	66.91%
Thyroid receptor binding	+	0.7459	74.59%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.5928	59.28%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7457	74.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.56%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.18%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL3438	Q05513	Protein kinase C zeta	83.42%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 11988716
• NPASS: NPC111405