D-Pinitol

Details

• Internal ID: 5c5eb2ce-2d25-42c0-9ef1-17e7383d470e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: (1S,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol
• SMILES (Canonical): COC1C(C(C(C(C1O)O)O)O)O
• SMILES (Isomeric): COC1[C@@H]([C@H](C([C@@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2?,3-,4-,5-,6+,7?/m0/s1
• InChI Key: DSCFFEYYQKSRSV-FEPQRWDDSA-N
• Popularity: 1,039 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.07903816 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• 10284-63-6
• Pinitol
• 3-O-Methyl-D-chiro-inositol
• Methylinositol
• Inzitol
• (+)-Pinitol
• D-(+)-Pinitol
• D-ononitol
• Sennitol
• (+)-Ononitol
• 1-D-4-O-METHYL-MYO-INOSITOL
• Matezit
• Pinit
• Ononitol
• 484-68-4
• 6090-97-7
• D-chiro-Inositol, 3-O-methyl-
• NIC5-15
• 1D-4-O-Methyl-myo-inositol
• Ononitol, (+)-
• 1D-3-O-methyl-chiro-inositol
• Matezitol
• Pinitol, (+)-
• Piniol
• Sennit
• Cathartomannitol
• Pinitol soy
• Pinitol b
• 4-O-Methyl-myo-inositol
• DL-Pinitol
• Inositol, 3-O-methyl-, D-chiro-
• 5D-5-O-Methyl-chiro-inositol
• D-Myo-inositol, 4-O-methyl-
• (1S,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol
• UNII-TF9HZN9T0M
• TF9HZN9T0M
• UNII-N55OCE7X7M
• N55OCE7X7M
• UNII-A998ME07KR
• D-3-o-methyl-chiro-inositol
• A998ME07KR
• CHEMBL493737
• CHEBI:28548
• (1R,2S,3S,4S,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentaol
• NSC 43336
• NSC 128700
• NSC-128700
• chiro-Inositol, 3-O-methyl-
• (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentaol
• (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol
• (1R,2S,3S,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol
• (1r,2s,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol
• Cathrtomannitol
• NSC-43336
• O(C)C1C(O)C(O)C(O)C(O)C1O
• 6-methoxycyclohexane-1,2,3,4,5-pentaol
• MFCD00216659
• D-Pinitol, 95%
• PINITOL [NDI]
• PINITOL [MI]
• PINITOL [USP-RS]
• PINITOL [WHO-DD]
• D0W0NU
• METHYLINOSITOL [INCI]
• 4-O-Methyl-D-chiro-inositol
• (+/-)-PINITOL
• NDI 18 [FDMS]
• SCHEMBL464884
• D-Pinitol, analytical standard
• METHYLINOSITOL, (+)-
• NDI 18
• CHEMBL4303180
• SCHEMBL12858655
• SCHEMBL15269258
• CHEBI:18266
• DTXSID50883108
• DSCFFEYYQKSRSV-FEPQRWDDSA-N
• DTXSID601029635
• DTXSID901337631
• METHYLINOSITOL RACEMATE[MI]
• METHYLINOSITOL, (+/-)-
• HY-N0655
• BDBM50275563
• s3870
• AKOS006287560
• AKOS015918369
• AKOS025310137
• BCP9000576
• CCG-266530
• DB12969
• 3-O-METHYL-(+)-CHIRO-INOSITOL
• SMP2_000168
• D-chiro-Inositol, 3-O-methyl- (9CI)
• AC-34710
• CS-0009678
• FT-0694792
• C03844
• C06352
• Q7094499
• W-203273
• B326207B-40FC-4D9A-B39B-15AE90545A34
• (1R,2S,3S,4S,5S,6S)-6-Methoxy-1,2,3,4,5-cyclohexanepentol
• 3-O-METHYL-L,2,4 CIS-3,5,6 TRANS HEXAHYDROXYCYCLBHEXANOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7285	72.85%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9666	96.66%
OATP1B3 inhibitior	+	0.9836	98.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9670	96.70%
P-glycoprotein inhibitior	-	0.9597	95.97%
P-glycoprotein substrate	-	0.9831	98.31%
CYP3A4 substrate	-	0.6861	68.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7322	73.22%
CYP3A4 inhibition	-	0.9276	92.76%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.9859	98.59%
CYP inhibitory promiscuity	-	0.8900	89.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.8406	84.06%
Eye irritation	-	0.9150	91.50%
Skin irritation	+	0.5151	51.51%
Skin corrosion	-	0.7047	70.47%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6803	68.03%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.6984	69.84%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.4803	48.03%
Acute Oral Toxicity (c)	III	0.6755	67.55%
Estrogen receptor binding	-	0.8419	84.19%
Androgen receptor binding	-	0.9054	90.54%
Thyroid receptor binding	-	0.5400	54.00%
Glucocorticoid receptor binding	-	0.8090	80.90%
Aromatase binding	-	0.8186	81.86%
PPAR gamma	-	0.7963	79.63%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.7274	72.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%

Plants that contains it

• Abies pindrow
• Adesmia bicolor
• Astragalus mongholicus
• Astragalus verrucosus
• Bauhinia forficata subsp. pruinosa
• Bituminaria bituminosa
• Ceratonia siliqua
• Cyclopia intermedia
• Dalbergia lanceolaria subsp. paniculata
• Detarium microcarpum
• Ebenus cretica
• Genista corsica
• Genista ephedroides
• Glycine max
• Medicago sativa
• Onobrychis viciifolia
• Ouratea hexasperma
• Pseudognaphalium schraderi
• Rhynchosia suaveolens
• Sarcophyte sanguinea
• Simmondsia chinensis
• Tamarindus indica
• Tephrosia madrensis
• Tephrosia tepicana
• Tribulus cistoides

Cross-Links

• PubChem: 164619
• NPASS: NPC81877
• LOTUS: LTS0181335
• wikiData: Q3915149