Maniladiol

Details

• Internal ID: a1e54173-d35a-4a63-b33e-6cacabbdb412
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC(CC5)(C)C)C)O)C)C)(C)C)O
• InChI: InChI=1S/C30H50O2/c1-25(2)15-16-27(5)20(17-25)19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-29(22,7)30(19,8)18-24(27)32/h9,20-24,31-32H,10-18H2,1-8H3/t20-,21-,22+,23-,24-,27-,28-,29+,30+/m0/s1
• InChI Key: VLRYIIPJIVGFIV-QQSFYHFXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.14
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 595-17-5
• 16beta-hydroxy-beta-amyrin
• UNII-LB0NCS29FD
• olean-12-ene-3beta,16beta-diol
• LB0NCS29FD
• CHEBI:138945
• 3beta,16beta-Dihydroxyolean-12-ene
• Olean-12-ene-3.beta.,16.beta.-diol
• (3beta,16beta)-Olean-12-ene-3,16-diol
• Olean-12-ene-3,16-diol, (3beta,16beta)-
• (3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol
• SCHEMBL1050019
• CHEMBL1977415
• NSC707002
• NSC-707002
• NCI60_038026
• C21820
• 3.BETA.,16.BETA.-DIHYDROXYOLEAN-12-ENE
• Q27282898
• OLEAN-12-ENE-3,16-DIOL, (3.BETA.,16.BETA.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5980	59.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7893	78.93%
P-glycoprotein inhibitior	-	0.8489	84.89%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.6400	64.00%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.8447	84.47%
CYP2C9 inhibition	-	0.8956	89.56%
CYP2C19 inhibition	-	0.7488	74.88%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.7029	70.29%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9083	90.83%
Skin irritation	+	0.5288	52.88%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.8754	87.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3946	39.46%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	+	0.6026	60.26%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8597	85.97%
Acute Oral Toxicity (c)	III	0.8426	84.26%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.6563	65.63%
Thyroid receptor binding	+	0.6547	65.47%
Glucocorticoid receptor binding	+	0.8168	81.68%
Aromatase binding	+	0.6939	69.39%
PPAR gamma	+	0.5723	57.23%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.50%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.06%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.02%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	80.58%	95.93%

Plants that contains it

• Aucoumea klaineana
• Baccharis myrsinites
• Baccharis neglecta
• Baccharis salicina
• Baccharis vaccinoides
• Boltonia asteroides
• Chrysanthemum morifolium
• Erythrina senegalensis
• Erythrina sigmoidea
• Jacobaea minuta
• Mammillaria longimamma
• Protium heptaphyllum
• Viburnum cylindricum

Cross-Links

• PubChem: 397934
• NPASS: NPC34177
• LOTUS: LTS0196081
• wikiData: Q27282898